Best Bar/Pub: Offshore Ale Company

30 Kennebec Avenue, Oak Bluffs, 508-693-2626, offshoreale.com

Runner-up: Lookout Tavern

8 Seaview Avenue, Oak Bluffs, 508-696-9844, lookoutmv.com

Solo at the bar or with a large group of friends, you’re always at home at Offshore Ale. The changing variety of brews and extensive list of excellent pub food make this gathering spot a place to return to again and again. For Bruins and Sox fans, head over to the Lookout Tavern for great beers and wings or margaritas and fish tacos.

 

Best Bakery: Back Door Donuts/  Martha’s Vineyard Gourmet Café & Bakery

5 Post Office Square, Oak Bluffs, 508-627-3688, mvbakery.com

Runner-up: Scottish Bakehouse

977 State Road, Vineyard Haven, 508-693-6633, scottishbakehousemv.com

Two words: apple fritter. The long line for fresh-out-of-the-fryer donuts at Back Door Donuts is an annual harbinger of summer. And don’t miss the gorgeous cakes sold during the day through the front door of the Oak Bluffs bakery. For a variety of seasonal baked goods, standbys, and great gluten-free options, head over to the Scottish Bakehouse in Vineyard Haven.

 

Best Breakfast: ArtCliff Diner

39 Beach Road, Vineyard Haven, 508-693-1224

Runner-up: Linda Jean’s Restaurant

25 Circuit Avenue, Oak Bluffs, 508-693-4093, lindajeansrestaurant.com

With all of the delicious choices at ArtCliff Diner, it’s hard to know where to start. How about the Farmer’s Market Frittata with fresh herbs, spinach, tomato, mushrooms, and chevre? Or Katama Almond and Honey Crepes? No, wait, the Bull’s Eye – codfish cake, two eggs, arugula, spicy hollandaise, and mustard oil. See what we mean? In Oak Bluffs, Linda Jean’s serves up classic breakfast favorites year after year with its family-friendly hometown feel.

 

Best Breakfast Sandwich: Scottish Bakehouse

977 State Road, Vineyard Haven, 508-693-6633, scottishbakehousemv.com

Runner-up: 7a Foods

1045 State Road, West Tisbury, 508-693-4636, 7afoods.com

Wrapped up in a bundle of warm tinfoil goodness is Scottish Bakehouse’s breakfast sandwich: two eggs, cheese, spinach, red onion, tomato, and bacon (fakin’ or the real deal) on a soft English muffin. Bring it to the beach or sit out on the picnic benches and get the day started. 7a’s egg sandwich on a cheddar-jalapeño biscuit is a life changer.

 

Best Burger: Atria

137 Main Street, Edgartown, 508-627-5850, atriamv.com

Runner-up: Fat Ronnie’s Burger Bar

7 Circuit Avenue, Oak Bluffs, 774-563-9311

Sunday night at Atria is where locals go in the off-season to take advantage of Burger Night. Cozy up with the classy Frenchy, the breakfast-meets-dinner Fast Eddie, or the vegetarian PETA in the restaurant’s downstairs Brick Cellar Bar. Relative newcomer Fat Ronnie’s serves up no-nonsense classic burgers on Circuit Avenue. Don’t forget the onion rings.

 

Best Caterer: V. Jaime Hamlin and Sons

508-693-6313, vhamlincatering.com

Runner-up: Kitchen Porch Catering

508-645-5000, kitchenporch.com

From presidential birthday parties to rehearsal dinners and intimate anniversary dinners, V. Jaime Hamlin and Sons caters to it all. Hamlin has been cooking and planning parties since 1978, so it’s no wonder she comes in at number one. Jan Buhrman of Kitchen Porch Catering is another Island favorite, with unique brunch, luncheon, and holiday menus that’ll have you brainstorming reasons to have a party just to get her through your front door.

 

Best Chowder: Martha’s Vineyard Chowder Company

9 Oak Bluffs Avenue, Oak Bluffs, 508-696-3000, mvchowder.com

Runner-up: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

The name says it all, and the bragging rights are deserved. The Martha’s Vineyard Chowder Company wins again for its deliciously light, flavorful chowder in which the quahaug is the star. Find yourself in Vineyard Haven? Try runner-up the Net Result’s creamy clam chowder. You’ll be as happy as a . . . clam. (Sorry, couldn’t resist.)

 

Best Clambake: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

Runner-up (tie):

Bill Smith’s Martha’s Vineyard Clambake Co.

508-627-8809, mvclambake.com

Larsen’s Fish Market

56 Basin Road, Chilmark, 508-645-2680, larsensfishmarket.com

Steamers, lobsters, corn on the cob, and butter (lots of butter) are best served up clambake-style alongside family and friends. Thankfully, the Net Result has everything you need for a DIY clambake. Up-Island, Larsen’s has you covered for that perfect Menemsha experience. Or you can call Bill Smith’s and they’ll take care of everything and bring it to your chosen location, from linens and bibs to enough food for a wedding or small dinner party.

 

Best Cocktails: Alchemy

71 Main Street, Edgartown, 508-627-9999, alchemyedgartown.com

Runner-up: Nancy’s Snack Bar/Donovan’s Reef

29 Lake Avenue, Oak Bluffs, 508-693-0006, nancysrestaurant.com

Order a Ginger Gimlet or French Quarter martini and sit under sparkling white lights on the upstairs porch at Alchemy, the ideal place to relax and watch the action on Edgartown’s Main Street. On the Oak Bluffs harbor, nothing says summer like a Dirty Banana or two. Reggae jams flow from the frozen drink shack while bartender Donovan whips up delicious summer libations.

 

Best Coffee: Mocha Mott’s

10 Circuit Avenue, Oak Bluffs, 508-696-1922

15 Main Street, Vineyard Haven, 508-693-3155, mochamotts.com

Runner-up: Espresso Love

17 Church Street, Edgartown, 508-627-9211, espressolove.com

Buying local has its perks. Head to one of the two Mocha Mott’s locations and you’ll find a bakery case brimming with bagels and muffins, all surrounded by the sweet smell of freshly roasted coffee. Don’t let the long line fool you – it moves quickly. In Edgartown head to Espresso Love, order a cappuccino, and sit out on the patio to take in the charming ambience this daily grind has to offer.

 

Best Family Dining: Giordano’s Restaurant

18 Lake Avenue, Oak Bluffs, 508-693-0184, giosmv.com

Runner-up: Offshore Ale Company

30 Kennebec Avenue, Oak Bluffs, 508-693-2626, offshoreale.com

We’re giving Giordano’s two forks up! Since 1930, the family-run establishment has been dishing out favorites like manicotti, cacciatore, lobster ravioli, and, of course, hand-spun pizza pies. Kids have it made there too, as all children’s meals are topped off with a Hoodsie Cup. Just up the road, Offshore Ale caters to patrons of all ages, serving hoppy Island-brewed beer for mom and dad, and sugary sweet root beer for junior and
his friends.

 

Best Farm, Market, or Stand: Morning Glory Farm

120 Meshacket Road, Edgartown, 508-627-9003, morninggloryfarm.com

Runner-up: West Tisbury Farmers’ Market

The Grange Hall, 1067 State Road, thewesttisburyfarmersmarket.com

Customers go crazy for Morning Glory Farm’s fresh pies, zucchini bread, and corn, as well as daily kitchen offerings that change with the season and feature fresh produce from more than 120 acres of land. There’s no arguing that this farm stand
specializes in the best of what the Island has to offer. If you have a taste for all things local, the West Tisbury Farmers’ Market is your jam. Choose from Island-raised chickens and ducks to Flat Point Farm soaps and the most delightful flowers you’ll see and smell all season. Don’t forget the glorious, fresh-picked vegetables, either!

 

Best Fine Dining: State Road Restaurant

688 State Road, West Tisbury, 508-693-8582, stateroadrestaurant.com

Runner-up: Atria

137 Main Street, Edgartown, 508-627-5850, atriamv.com

State Road Restaurant continues to please with daily menu changes and a variety of local ingredients, plus one of the most inviting atmospheres on the Island. (How to recreate that dining room glow at home?) Atria’s attention to service and detail makes this longstanding Edgartown restaurant a standout.

 

Best Fish and Chips: The Newes from America

23 Kelley Street, Edgartown,  508-627-4397, kelley-house.com

Runner-up: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

This just in! The fish ’n’ chips served at the Newes has people flocking to the subterranean pub at all hours of the day. And no wonder – it is good: fresh haddock, crispy fries, creamy slaw, and the Newes’ own special tartar sauce. Not in the mood to sit down and savor? Get takeout from the Net Result, an “upper-scale” fish market where the portions are massive and the fish is most definitely always fresh.

 

Best Fish Market: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

Runner-up: Larsen’s Fish Market

56 Basin Road, Chilmark, 508-645-2680, larsensfishmarket.com

If there’s one thing the Larsen family knows, it’s fish. Louis Larsen and his crew at the Net Result offer a variety of beautiful seafood and takeout in Vineyard Haven, and also supply many of the Island restaurants with the daily catch. Betsy Larsen runs a tight ship on the docks of Menemsha; be sure to ask her what’s fresh off the boat.

 

Best French Fries: Atria

137 Main Street, Edgartown, 508-627-5850, atriamv.com

Runner-up: Offshore Ale Company

30 Kennebec Avenue, Oak Bluffs, 508-693-2626, offshoreale.com

Truffle-Parmesan fries, anyone? These restaurants will have you diving into a side of hot, salty, crunchy fries before you can pour ketchup on your sandwich. Upscale Atria (and its downstairs Brick Cellar Bar) serves shoestring potatoes fried with local baby arugula. At Offshore Ale in Oak Bluffs, the hand-cut fries are a two-day labor of love.

 

Best Fried Clams: Giordano’s Restaurant

18 Lake Avenue, Oak Bluffs, 508-693-0184, giosmv.com

Runner-up: The Bite

29 Basin Road, Chilmark, 508-645-9239

Fried clams may be the ultimate taste of summer, and these iconic restaurants know how to make sure their flavor shines. Enjoy lightly breaded full bellies and crispy strips at Giordano’s, now in its eighty-fifth season, or head up-Island to the Bite, where you can dive into a takeout box under the setting sun.

 

Best Grocery Store: Cronig’s Markets

357 State Road, Vineyard Haven, 508-693-4457

469 State Road, West Tisbury, 508-693-2234, cronigsmarket.com

Runner-up: Reliable Market

36 Circuit Avenue, Oak Bluffs, 508-693-1102, thereliablemarket.com

High-quality ingredients, great customer service, up- and down-Island locations, and a commitment to selling locally grown products make Cronig’s Markets the consistent first-place choice. Be sure to try the daily salad bar and excellent ice cream selection. Family-owned and operated Reliable Market has a top-rate meat department and great prices, making this Circuit Avenue shop a Vineyard institution.

 

Best Ice Cream Shop: Ben and Bill’s Chocolate Emporium

20A Circuit Avenue, Oak Bluffs, 508-696-0008, benandbills.com

Runner-up: Mad Martha’s

48 Main Street, Vineyard Haven, 508-693-5883

10 Circuit Avenue, Oak Bluffs, 508-693-9151

7 North Water Street, Edgartown, 508-627-8761

Here’s the scoop: it can be a rocky road to get the perfect cone, but Ben and Bill’s has got you covered. Cherry chip, peanut butter, mint Oreo, butter pecan ... this Oak Bluffs ice creamery has got it all. Looking to mix up your ice cream fix? Mad Martha’s, with locations all over the Island, serves up must-try flavors of the week like Chocolate Safari (chocolate ice cream with crushed frosted animal crackers) and Coffee Crunch (coffee ice cream with Nestlé Crunch pieces).

 

Best Island-Made Candy/Chocolate: Chilmark Chocolates

19 State Road, Chilmark, 508-645-3013

Runner-up: Murdick’s Fudge

21 North Water Street, Edgartown, 508-627-8047

5 Circuit Avenue, Oak Bluffs, 508-693-2335

79 Main Street, Vineyard Haven, 508-693-7344, murdicks.com

Has anyone met a Chilmark Chocolate he or she didn’t like? Beetlebung Bar, Menemsha Mint, Cranberry Cluster – take your pick, either in a strictly no-sharing personal bag or a generous gift box. For a slice of the Island, head to Murdick’s Fudge, where the aroma of fudge being made on premises is bound to make you weak in the knees.

 

Best Lunch: Little House Cafe

339 State Road, Vineyard Haven, 508-687-9794, littlehousemv.com

Runner-up: Slice of Life

50 Circuit Avenue, Oak Bluffs, 508-693-3838, sliceoflifemv.com

Lunch, glorious lunch! Hot falafel and shawarma! While you’re in the mood, Little House also has a great muffuletta. In fact, most of the lunch items will leave you asking for more. And oh, what we wouldn’t give for a portabella sandwich or personal pizza at Slice of Life.

 

Best Lobster Roll: Grace Episcopal Church

36 Woodlawn Avenue and William Street, Vineyard Haven, 508-693-0332. (Fridays, 4:30–7:30 p.m. from May to September)

Runner-up: Larsen’s Fish Market

56 Basin Road, Chilmark, 508-645-2680, larsensfishmarket.com

For more than twenty-five years, Grace Church volunteers have been serving top-notch lobster rolls with mayonnaise and white pepper to long lines of adoring fans. Even better, devotees are doing good by eating well: the weekly event raises money for local organizations and nonprofits. Larsen’s rolls are best enjoyed on Menemsha Beach with a good friend and a great sunset.

 

Best Outdoor Dining: The Seafood Shanty

31 Dock Street, Edgartown, 508-627-8622, theseafoodshanty.com

Runner-up: Nancy’s Restaurant and Snack Bar

29 Lake Avenue, Oak Bluffs, 508-693-0006, nancysrestaurant.com

What’s better than slurping fresh clams on the half shell while taking in the Edgartown lighthouse? Chasing them down with a Stumbling Islander, a signature Seafood Shanty cocktail made with fresh juices and a hint of coconut. Nancy’s in Oak Bluffs has two styles of dining, plus fresh seafood and creative cocktails. No wonder it’s on our top list of places to watch a Vineyard sunset.

 

Best Package Store: Our Market

1 East Chop Drive, Oak Bluffs, 508-693-3000, ourmarketmv.com

Runner-up: MV Wine and Spirits

17A Airport Road, Edgartown, 508-627-7557, mvwinestore.com

Sure, both Our Market and MV Wine and Spirits stock microbrews and small winery offerings, along with popular name brands. But did you know that the knowledgeable staff members will help you plan your next event, or just help you find the right white to accompany your freshly caught flounder? Plus, both host wine tastings. Our Market also keeps customers satisfied with ongoing half-gallon liquor specials.

 

Best Picnic Food: Humphreys Bakery

Woodland Center, 455 State Road, Vineyard Haven, 508-693-6518

Runner-up: Soigné

190 Upper Main Street, Edgartown, 508-627-8489, soignemv.com

There’s something for everyone at laid-back Humphreys, including the classic Thanksgiving Gobbler and Tree Hugger sandwiches and much-loved sugar cookies. At Soigné you can prepare a gourmet picnic without any of the work. The only hard part is choosing from the wide selection, which includes pâtés, crusty baguettes, crispy crudités, chicken curry, and, of course, the signature ganache-covered brownies.

 

Best Pizza: Giordano’s Restaurant

18 Lake Avenue, Oak Bluffs, 508-693-0184, giosmv.com

Runner-up: Rocco’s Pizzeria

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-1125, marthasvineyardpizza.com

Giordano’s is still using its famous family recipe to create award-winning pies. This is a family that really gets into the crust of the matter, too: sauce made from scratch, fresh toppings, and a crispy, perfectly cooked base. Want a superb gluten-free pizza? Runner-up Rocco’s in Vineyard Haven has a pizza that will please even those not needing to eliminate gluten from their diets.

 

Best Sandwich: Humphreys Bakery

Woodland Center, 455 State Road, Vineyard Haven, 508-693-6518

Runner-up: 7a Foods

1045 State Road, West Tisbury, 508-693-4636, 7afoods.com

At Humphreys it all starts with the homemade bread, which is sliced thick and then piled high with favorite fillings. Choose from old favorites, like the Gobbler, Cuban, or Tree Hugger, or compose your own. You don’t want to mess with these sandwiches, but they might make a mess of you. At 7a, Dan Sauer’s meatball sub and Liz Lemon sandwiches will make your day.

 

Best Seafood Restaurant: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

Runner-up: Home Port Restaurant

512 North Road, Chilmark, 508-645-2679, homeportmv.com

Buttery lobster, fried scallops, stuffed clams – when classic New England fresh catch is what you’ve been craving, head to the Net Result. It’s very Vineyard: simple takeout and a couple of picnic tables in the parking lot. At the Home Port, in Menemsha, diners enjoy the spectacular sunsets and table service.

 

Best Sushi: Lookout Tavern

8 Seaview Avenue, Oak Bluffs, 508-696-9844, lookoutmv.com

Runner-up: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

Rainbow rolls, unagi rolls, hamachi rolls, spider rolls . . . you name it, the Lookout Tavern makes it. Try the more adventurous one-bite wonders, such as Shawn’s Special Roll (salmon, cucumber, mango, yellowtail, avocado, and scallions) or the Fantasy Roll (spicy blue crab, cucumber, BBQ eel, and avocado). Sometimes you just want to eat a California roll out of a plastic container. In that case, head to the Net Result, which specializes in takeout sushi right by the Vineyard Haven harbor.

 

Best Takeout: Giordano’s Restaurant

18 Lake Avenue, Oak Bluffs, 508-693-0184, giosmv.com

Runner-up: The Net Result

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-693-6071, mvseafood.com

You haven’t experienced an Oak Bluffs summer until you’ve stood in line for a slice from Gio’s. Besides pies, you can grab a plate of pasta or fried clams and dine picnic-style in Ocean Park or on State Beach. If you’re looking for a great fish sandwich, fresh sushi, or just a cup of chowdah, the Net Result will hook you up.

 

Best Vegetarian Meal: Little House Cafe

339 State Road, Vineyard Haven, 508-687-9794, littlehousemv.com

Runner-up: Scottish Bakehouse

977 State Road, Vineyard Haven, 508-693-6633, scottishbakehousemv.com
French lentil salad with raisins, red pepper, carrots, walnuts, and feta cheese croutons? You had Little House fans at lentils, but the feta cheese croutons sealed the deal for this top vegetarian meal. (Not to mention the pressed sandwiches and daily selection of soups.) At the Scottish Bakehouse, vegetarian options like coconut tofu, sweet potato mash, and a quinoa burger rule the day.

 

Best Wings: Coop de Ville

Dockside Marketplace, Oak Bluffs, 508-693-3420, coopdevillemv.com

Runner-up: Sharky’s Cantina

31 Circuit Avenue, Oak Bluffs, 508-693-7501

266 Upper Main Street, Edgartown, 508-627-6565, sharkyscantina.com

Wings and soccer on Oak Bluffs harbor – what more can you ask for on a summer afternoon? Petey and his team serve up ten different varieties. Still hungry? Sharky’s wild flavors will become your guilty pleasure.

 

Best Year-Round Restaurant: Offshore Ale Company

30 Kennebec Avenue, Oak Bluffs, 508-693-2626, offshoreale.com

Runner-up: State Road Restaurant

688 State Road, West Tisbury, 508-693-8582, stateroadrestaurant.com

Open seven days a week all year long, this family-run pub is known for adding TLC – totally local creations – to both its beer and food menus. From the special pizzas, to the Lazy Frog IPA, it’s win-win all around. Head up-Island to State Road Restaurant, where the wait staff knows you by name and, in the off-season, you can enjoy house-made ricotta and a juicy sirloin without booking a reservation weeks in advance.

 

THE GREAT OUTDOORS

Best Beach: South Beach

Atlantic Drive, Edgartown

Runner-up: State Beach

Beach Road, Edgartown and Oak Bluffs

Miles of sand, miles of crashing surf: South Beach has it all. Bring your shades and sunscreen – South Beach is perfect for soaking up the sun, too. Parking is plentiful at this Katama beach, but you can still find a spot away from the crowds. Lifeguards are on duty, with the daily water conditions posted at entrances. State Beach is perfect for a calmer day, with placid waves and a beach that’s great for finding shells.

 

Best Fishing Charter: Skipper/Vineyard Sound Charters Inc.

Berth 74 near the Island Queen, Oak Bluffs, 508-693-1238, mvskipper.com

Runner-up: Coop’s Bait & Tackle Charters

147 Edgartown–West Tisbury Road, Edgartown, 508-627-3909, coopsbaitandtackle.com

What do you get when you sign up for an outing with Vineyard Sound Charters? Well, you get a rod and a reel, and you get the Skipper himself, John Potter, whose tales of the sea are sure to keep your group entertained. Since the Skipper can take up to forty people out, you can bring the extended family along. Cooper Gilkes of Coop’s Bait & Tackle is a wealth of marine knowledge and fishing know-how – just ask the awards committee of the annual Striped Bass and Bluefish Derby.

 

Best Nature Walk: Cedar Tree Neck Sanctuary

Obed Daggett Road off Indian Hill Road, West Tisbury, sheriffsmeadow.org

Runner-up: Menemsha Hills Reservation

North Road, Chilmark, 508-693-3678, thetrustees.org

Choose any or all of the four different trails in the lush 400-acre Cedar Tree Neck Sanctuary and find something new every time. Just watch out for piping plover nests on the shore. Menemsha Hills is home to the second highest point on the Island, Prospect Hill. Three miles of trails take hikers through a varied landscape from woods to rocky shore. A section of the trail was recently cleared to provide even better views of the Vineyard Sound.

 

Best Bike Rental: Edgartown Bicycles

212 Upper Main Street, Edgartown, 508-627-9008, edgartownbicycles.com

Runner-up: Wheel Happy

18 North Summer Street, Edgartown, 508-627-7210

8 South Water Street, Edgartown, 508-627-5928

204 Upper Main Street, Edgartown, 508-627-5881, wheelhappybicycles.com

More than just a rental shop, Edgartown Bicycles is the place to go for two-wheel expertise. The staff can send you on your way for a day trip or help you pick out a brand-new bike. And if things need fixing, well, they can help with that, too. Family-owned Wheel Happy offers everything from tandems to cargo bikes, and has three different Edgartown locations.

 

Best Place to Kayak: Sengekontacket Pond

Runner-up (tie):

Chilmark Pond

Edgartown Great Pond

Whether it’s a midday paddle from Little Bridge or a moonlight tour from Felix Neck Wildlife Sanctuary, Sengekontacket provides calm waters and unique views. Bring your binoculars, because with plenty of coves to explore the pond is a haven for birdwatchers. And how can you choose between the Great Ponds? Both Chilmark and Edgartown offer public access to drop in for an afternoon trip.

 

Best Summer Camp: Camp Jabberwocky

200 Greenwood Avenue Extension, Vineyard Haven, 508-693-2339, campjabberwocky.org

Runner-up: Fern & Feather Natural History Day Camp at Felix Neck Wildlife Sanctuary

100 Felix Neck Drive, Edgartown, 508-627-4850, massaudubon.org

Camp Jabberwocky is about tradition: even the campers’ walk from the Vineyard Haven ferry to the idyllic cabins outside of town is a big deal. The red camp buses are everywhere throughout the summer, but be sure to check out the campers and counselors in their midsummer play and the Fourth of July parade. Felix Neck’s Fern & Feather camp turned fifty last year, celebrating its birthday with – what else? – even more great nature programs.

 

Best Fishing Spot: Wasque

Runner-up: Menemsha

Currents swirl and schools of fish swarm at Wasque on Chappaquiddick, where seasoned shore fishermen take up spots alongside newcomers. The shoreline of this favorite spot has been changed by erosion, but the fishing still remains as good as it gets. In Menemsha, watch the commercial fishermen come into the harbor to unload their daily catches, then get inspired to go nab your own dinner off the jetty.

 

Best Sailing Charter: The Black Dog Tall Ships

Vineyard Haven harbor, Vineyard Haven, 508-693-1699, theblackdogtallships.com

Runner-up: Mad Max Sailing Adventures

25 Dock Street, Edgartown, 508-627-7500, madmaxmarina.com

When Captain Robert Douglas’s schooners aren’t greeting ferry passengers in Vineyard Haven harbor, they’re out cruising the Sounds. A sunset sail on the tall ships is a must; the only tough decision to make is whether to book your trip on the Shenandoah or the Alabama. What’s better than cruising the blue-green waters off of Edgartown? Cruising them in a catamaran. Mad Max’s double hull plies the seas with ease.

 

SHOPPING

Best Bookstore: Bunch of Grapes Bookstore

35 Main Street, Vineyard Haven, 508-693-2291, bunchofgrapes.com

Runner-up: Edgartown Books

44 Main Street, Edgartown, 508-627-8463, edgartownbooks.com

Don’t miss a chance to peruse the rows at the Bunch of Grapes, where you’re sure to find a variety of classics by Island authors as well as popular best sellers. (Plus, you may even spot some of the authors themselves.) Edgartown Books has two stocked floors, plus a secluded backyard café for thumbing through your newest read.

 

Best Art Gallery: Granary Gallery

636 Old County Road, West Tisbury, 508-693-0455, granarygallery.com

Runner-up: Eisenhauer Gallery

38 North Water Street, Edgartown, 508-627-7003, eisenhauergallery.com

You can’t help but be intrigued by the iconic red barn that houses the Granary Gallery. The outside showcases sculptures and antiques, while inside is a diverse mix of mediums by artists near and far. In the heart of Edgartown, the Eisenhauer Gallery’s unique collection ranges from paintings to jewelry.

 

Best Bait and Tackle Shop: Dick’s Bait & Tackle

108 New York Avenue, Oak Bluffs, 508-693-7669

Runner-up:Coop’s Bait & Tackle

147 Edgartown-West Tisbury Road, Edgartown, 508-627-3909, coopsbaitandtackle.com

From reel servicing and scallop knives to live bait and squid jigs, Dick’s Bait & Tackle is the go-to store for avid fishermen. At Coop’s Bait & Tackle, be sure to catch up on the latest lowdown regarding weather, tides, and maybe a hint at a fishing hot spot.

 

Best Children’s Clothing: Basics Clothing Company

24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsclothingcompany.com

Runner-up: Rainy Day

66 Main Street, Vineyard Haven, 508-693-1830, rainydaymv.com

In the new and improved Basics store, parents and tots can search through a large selection of children’s styles, ranging from fluorescent rain boots to adorable dresses and button-ups for special occasions. Over at Rainy Day, an entire area is dedicated to the latest baby fashions.

 

Best Flowers: Morrice Florist

149 State Road, Vineyard Haven, 508-693-0392, morriceflorist.com

Runner-up: Flowers by Donaroma’s

270 Upper Main Street, Edgartown, 508-627-8366, flowersbydonaromas.com

Now in its seventy-fifth year, Morrice Florist is still dedicated to creating cheerful get-well bouquets or that particular floral arrangement that says you care. At Flowers by Donaroma’s, the florists take advantage of whichever blooms are in season to create striking arrangements.

 

Best Garden Center/Nursery: Jardin Mahoney

45 Edgartown–Vineyard Haven Road, Oak Bluffs, 508-693-3511, jardinmahoney.com

Runner-up: Donaroma’s Nursery & Landscape Services

270 Upper Main Street, Edgartown, 508-627-3036, donaromas.com

If it’s time to transform your landscape, you can’t go wrong with a trip to Jardin Mahoney. From ornamental grasses to hydrangeas and certified organic herb and veggie starters, the garden center has it all. At Donaroma’s, get advice for the best plant combinations and be the envy of the neighborhood.
 

Best Gift Shop: Rainy Day

66 Main Street, Vineyard Haven, 508-693-1830, rainydaymv.com

Runner-up: Sanctuary

42 Circuit Avenue, Oak Bluffs, 508-693-9600, thelifedivine.com

When shopping for gifts, Rainy Day has a little something for everyone: a festive rain slicker for a little one, an Island-themed tablecloth for the hostess, kitchenware for the bride and groom … and maybe a fragrant candle for yourself! Greeting cards, wrapping paper, and ribbon make it a one-stop shop. Sanctuary specializes in inspirational gifts with meaningful messages to soothe the soul.

 

Best Hardware Store: Shirley’s Hardware

374 State Road, Vineyard Haven, 508-693-3070

Runner-up: Edgartown Hardware

61 Edgartown–West Tisbury Road, Edgartown, 508-627-4338, edgartownhardware.com

Shirley’s is more than just your local hardware store; it’s a Vineyard staple with seasonal necessities from snow shovels and ice melt to grill supplies and citronella candles. Edgartown Hardware has more than 20,000 items in stock and knowledgeable staff on hand to make your do-it-yourself project a breeze.

 

Best Home Goods Store: LeRoux at Home

62 Main Street, Vineyard Haven, 508-693-0030, lerouxkitchen.com

Runner-up: Rainy Day

66 Main Street, Vineyard Haven, 508-693-1830, rainydaymv.com

With the latest cookware, baking tins, linens, towels, and more, LeRoux is the Island’s one-stop shop for home furnishings
both basic and extravagant. For a curated, Island-themed collection, take a walk down the street to runner-up Rainy Day for select pieces to tie it
all together.

 

Best Men’s Clothing: Green Room

71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com

Runner-up: Basics Clothing Company

24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsclothingcompany.com

Fashionable men need look no further than the Green Room. Whether a surfer, skater, businessman, or all of the above, the Vineyard Haven store has something in stock to suit your style. The hardest decision you’ll have to make is how much you want to splurge. At Basics, grab styles from DKNY, Nautica, and Lucasini to ramp up your wardrobe.

 

Best Women’s Clothing: Green Room

71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com

Runner-up: Basics Clothing Company

24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsclothingcompany.com

With two floors of the hottest brands at competitive prices (Free People, Patagonia, Paige, and BCBG, to name a few), the Green Room is a tried-and-true Island fashion destination. Over at Basics, pick up a colorful scarf, the perfect clutch, or a sophisticated jacket to complete your look.

 

Best Shoes: Green Room

71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com

Runner-up: Basics Clothing Company

24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsclothingcompany.com

Are your soles feeling worn down and tired? Head over to the Green Room for some retail therapy, where you’ll find sneakers, sandals, Frye boots, and more to keep both the ladies and gentlemen happy. In Oak Bluffs, enjoy Basics’ bigger, better store, which now has an entire section devoted to shoes.

 

Best Jeweler: CB Stark Jewelers

53A Main Street, Vineyard Haven, 508-693-2284

10 Main Street, Edgartown, 508-627-1260, cbstark.com

Runner-up: Claudia

51 Main Street, Edgartown, 508-627-8306

34 Main Street, Vineyard Haven, 508-693-5465, claudiamv.com

CB Stark offers a variety of Island-inspired collections that keep customers coming back for more. Try the popular Island Ties, Vineyard Charms, Grapes, or even the Jaws-inspired pieces. Claudia stocks treasures from local artisans and nationally recognized jewelers, as well as a selection of perfumes and hair accessories.

 

Best Pharmacy: Leslie’s Drug Store

65 Main Street, Vineyard Haven, 508-693-1010

Runner-up: Conroy Apothecary

459 State Road, West Tisbury, 508-693-7070

82 Pennacook Avenue, Oak Bluffs, 508-696-0700

Sure, you could just pick up your prescription and head for the door. Or, you could take your time exploring the aisles of Leslie’s Drug Store, where you’ll find the best skin, hair, or nail care products on the market, from the likes of Badger, Sally Hansen, and L’Oreal. Conroy’s boasts a similarly great selection, and has locations both up-Island and down.

 

HEALTH AND BEAUTY

Best Dentist: Hélène Schaeffer of Island Dentistry

823 Airport Road, Edgartown, 508-696-8426

Runner-up: Richard McNulty of Amity Dental Studio

65 Main Street, Vineyard Haven, 508-687-9752, amitydentalstudio.com

What’s the secret to Dr. Schaeffer’s success? Word of mouth, obviously. She’s been crowned Best of the Vineyard yet again – but that doesn’t surprise us one bit. Another familiar smile, Dr. McNulty of Amity Dental Studio, takes the runner-up position for his specialty in general dentistry and cosmetic services.

 

Best Doctor: Gerry Yukevich

364 State Road, Vineyard Haven, 508-693-4400

Runner-up: John Lamb

1 Hospital Road, Oak Bluffs, 508-693-3164

From tick bites to the flu, Islanders under the weather trust the bedside manner of longtime Vineyard staple Dr. Gerry Yukevich. His clinic, Vineyard Health Care, offers walk-in services and on-site Lyme testing. Dr. John Lamb, an internist based at Martha’s Vineyard Hospital, also has scores of fans – and has won multiple Best of the Vineyard awards to prove it.

 

Best Massage Therapist: Allyson Cook

455 State Road, Unit 12, Vineyard Haven, 508-696-1863, allysonlmt.com

Runner-up: Chrystal Angelini

375 Edgartown-West Tisbury Road, Edgartown, 508-693-1946, chrystalangelini.com

When treating an injury or seeking to unwind, voters trust Allyson Cook’s healing hands. Cook and her associates provide several options, including deep tissue, Swedish, pregnancy, and sports massage. Chrystal Angelini and her associates are trained in a variety of techniques, as well as skincare. Check our her new Edgartown location.

 

Best Hair Salon: Maggie’s Salon

31 Beach Road, 103A, Vineyard Haven, 508-693-2875, maggiessalon.com

Runner-up: Circuit Style Salon

47 Circuit Avenue, Oak Bluffs, 508-693-7542, circuitstylesalon.com

Maggie’s Salon has a proven record of giving Islanders good hair days. The staff can handle everything from post-beach blowouts to dramatic new ’dos. Circuit Style’s cutting-edge cuts keep clients looking their best.

 

Best Yoga Studio: Yoga Barn

1 Red Barn Road, West Tisbury, 508-645-9642, mvyogabarn.com

Runner-up: One Hot Yoga

Woodland Center, 455 State Road, #7, Vineyard Haven, 774-327-1287, one-hotyoga.com

The light-filled studio at the Yoga Barn is the perfect place for asanas. The environmentally friendly, serene space hosts a variety of classes for all levels. Looking to up the temperature? One Hot Yoga offers several styles of yoga, all at 95 to 98 degrees.

 

Best Mani/Pedi: Hollywood Nails

13 Union Street, Vineyard Haven, 508-696-6197

40 Circuit Avenue, Oak Bluffs, 508-338-2482

Runner-up: Miss Mary Boutique Spa

20 Surveyors Lane #103, Vineyard Haven, 508-536-1505, missmarycosmetics.com

Is there any better pick-me-up than a mani/pedi? Hollywood Nails will get you sandal ready with speedy walk-in service at a reasonable cost. Miss Mary Boutique Spa treats clients to a relaxing spa experience and gel manicures.

 

Best Fitness Center: YMCA

111R Edgartown–Vineyard Haven Road, Oak Bluffs, 508-696-7171, ymcamv.org

Runner-up: Mansion House Health Club

9 Main Street, Vineyard Haven, 508-693-2200, mvmansionhouse.com

Where can you find the only water slide on Martha’s Vineyard? At this year’s first-place fitness center, the YMCA of Martha’s Vineyard. Membership gets you access to more than seventy fitness classes, circuit training machines, an outdoor basketball court, a twenty-five-yard indoor competitive lap pool, and, of course, endless trips down that big curly water slide. The Mansion House Health Club helps you maintain proper form with a cycling room, stretching room, free weight room, aquatics center, and sauna.

 

EVENTS AND ENTERTAINMENT

Best Charity Event: Taste of the Vineyard, Martha’s Vineyard Preservation Trust

Dr. Daniel Fisher House lawn, Main Street, Edgartown, 508-627-4440

Runner-up: Possible Dreams Auction, Martha’s Vineyard Community Services

Winnetu Oceanside Resort, 31 Dunes Road, Edgartown, 508-693-7900

Grab your complimentary wine glasses, balance those plates (and heels), and sample the best food the Vineyard has to offer, all in one place, at this kickoff-to-summer event. The Taste benefits the Martha’s Vineyard Preservation Trust, which restores and preserves Island architectural treasures. In July, take up the paddle at the annual Possible Dreams Auction, where dreams like stargazing with Inspector Gadget come true.

 

Best Live Band or Musician: Johnny Hoy and the Bluefish

508-696-3007, johnnyhoyandthebluefish.com

Runner-up: The Mike Benjamin Band

508-642-0439, mikebenjaminmusic.com

Dust off those boots, leave the long day at the door. Johnny Hoy and the Bluefish are here to help lift your spirits by dancing your cares away. Catch them on Memorial Wharf or at The Ritz, and always at the Barn Raisers’ Ball. The Mike Benjamin Band covers a mean tune and knows how to get the bar or wedding party fired up.

 

Best Live Music Venue: The Ritz

4 Circuit Avenue, Oak Bluffs, 508-693-9851, theritzmv.com

Runner-up: Flatbread Company

17 Airport Road, Edgartown, 508-693-1137, flatbreadcompany.com

Locals know that the Ritz is the place to go for fun, authentic music and dancing any time of year. And it only gets livelier in the summer. The walls of Flatbread have been alive with music since the heydays of the Hot Tin Roof. World-famous and Island-famous acts regularly share the stage.

 

Best Movie Theater, Festival, or Series: Martha’s Vineyard Film Center

Tisbury Marketplace, 79 Beach Road, Vineyard Haven, 508-696-9369, mvfilmsociety.com

Runner-up: Entertainment Cinemas

65 Main Street, Edgartown, 508-627-8008, entertainmentcinemas.com/locations/edgartown

With its independent film selections, comfy seating, and fancy snacks, the Film Center brings big-city entertainment to our little Island. State-of-the-art digital technology, surround sound, and 3D capability make Entertainment Cinemas in Edgartown the place to go for big blockbusters.

 

Best Summer Event: Martha’s Vineyard Agricultural Society Livestock Show and Fair

35 Panhandle Road off State Road, West Tisbury, 508-693-9549, mvas.vineyard.net

Runner-up: Oak Bluffs Fireworks

Ocean Park, Oak Bluffs, 508-693-0077

It is, by all accounts, the best week of the summer, when August treats the Island to Ferris wheel rides, fried dough, and fireworks. Want to toss a skillet? Win an award for a pie? Watch a lumberjack competition? You can do it all at the fair. If you want to catch the fireworks up close, stake out your spot at Ocean Park early – blankets start dotting the lawn hours before the big show. You might even catch a glimpse of the presidential motorcade passing by.

 

Best Off-Season Event: Christmas in Edgartown

Various locations, edgartownboardoftrade.com

Runner-up: Martha’s Vineyard Striped Bass & Bluefish Derby

Weigh Station, Dock Street, Edgartown, mvderby.com

Picturesque Edgartown gets holly jolly each year with a festive parade down Main Street. There’s fun for all ages, but kids are the real winners, with activities, holiday crafts, and treats throughout the weekend. Santa even comes to town, so bring your list. Derby days in the fall lure anglers of all ages to make their marks on the leader board.

 

Best Performing Arts Organization: Martha’s Vineyard Playhouse

24 Church Street, Vineyard Haven, 508-693-6450, vineyardplayhouse.org

Runner-up: The Yard

Off Middle Road, Chilmark, 508-645-9662, dancetheyard.org

The Martha’s Vineyard Playhouse has top-notch theater productions, a winter cabaret, musical performances, Monday night specials, outdoor shows at the Tisbury Amphitheater, and a Summer Stars Theater Arts Camp – to name just some of the offerings. Plus, after extensive renovations that wrapped up last year, it’s looking better than ever. During the summer, the Yard hosts artists in residence and a children’s dance camp at its Chilmark campus, as well as weekly performances through September.

 

SERVICES ON ISLAND

Best Architectural and/or Residential Design Company: Patrick Ahearn Architecture

Nevin Square, 17 Winter Street, Edgartown, 508-939-9312, patrickahearn.com

Runner-up: Sullivan + Associates Architects

52 Narragansett Avenue, Oak Bluffs, 508-693-0500, sullivanassociatesarchitects.com

From historic renovations to new home designs, Patrick Ahearn has long been in the business of making your vision a reality. This year he also designed the much coveted 2015 HGTV Dream Home, a Cape Cod–style house in Katama. Sullivan + Associates specializes in residential and commercial projects around the Island.

 

Best Auto Repair Shop: Bink’s Auto

29 Winthrop Avenue, Oak Bluffs, 508-693-2168

Runner-up: deBettencourt’s Service Station

83 New York Avenue, Oak Bluffs, 508-693-0751

When the dreaded engine light comes on, or worse, many head straight to Bink’s Auto. The friendly, knowledgeable staff can assist you with an oil change or brakes on the fritz, and will send you on your way with a smile. deBettencourt’s Service Station is there for everything from state inspections and a gas refill to more serious repairs.

 

Best Bank: Martha’s Vineyard Savings Bank

Branches in Chilmark, Edgartown, Oak Bluffs, Vineyard Haven, West Tisbury, 508-627-4266, mvbank.com

Runner-up: Edgartown National Bank

Branches in Edgartown, Oak Bluffs, and Vineyard Haven, 508-627-1100, yourislandbank.com

Between the friendly staff, warm atmosphere, and free lollipops, customers might start looking for excuses to stop by Martha’s Vineyard Savings Bank. Thankfully, even extra trips are always convenient with several branches around the Island and two in Falmouth. Edgartown National Bank, the oldest community bank on the Vineyard, has a long history of success.

 

Best Contractor or Builder: Rosbeck Builders

20 East Line Road, Edgartown, 508-693-6300, rosbeckbuilders.com

Runner-up: Squash Meadow Construction

23A North Line Road, Edgartown, 508-693-7451, squashmeadow.com

Rosbeck Builders has been getting the job done for more than thirty years. The company prides itself on having skilled, happy employees – and that makes for happy customers. Squash Meadow Construction specializes in building green and modular homes.

 

Best Interior Design Company: Tracker Home Decor

89 Peases Point Way South, Edgartown, 508-627-8725, trackerhomedecor.com

Runner-up: Julie Robinson Interiors

510 State Road, West Tisbury, 508-693-5065, jrobinsoninteriors.com

From wallpaper to upholstery, the experienced, full-service design team at Tracker Home Decor is on hand to help make a house a home. Still looking for that perfect find to complete the look? Check out Tracker’s retail store. The trusted team at Julie Robinson Interiors wins rave reviews for its window treatments.

 

Best Landscape Company: Contemporary Landscapes

33 Kate’s Way, Vineyard Haven, 508-693-6788, clmvland.com

Runner-up: Millers – Your Irrigation & Landscaping Solution

508-693-5428, millersprofessionalsco.com

Beyond creating beautiful outdoor vistas, Contemporary Landscapes is committed to working with natural elements and existing ecosystems, and has extensive experience with environmentally sensitive areas. The company also does masonry for fireplaces and chimneys. Millers can tackle everything from irrigation to tree care.

 

Best Real Estate Company: Point B. Realty

15 Winter Street, Edgartown, 508-627-4567, pointbrealty.com

Runner-up: Sandpiper Realty

60 Winter Street, Edgartown, 508-627-3737, sandpiperrealty.com

How to begin the house hunt? Many choose to start at Point B., a full-service agency with knowledgeable, friendly staff and a clients-first mentality. Plus, a portion of Point B. commissions is donated to Island nonprofits. Sandpiper has nearly fifty years of experience and a deep knowledge of the Vineyard.

 

Best Electrical Contractor: David J. Schwab Electric

Vineyard Haven, 508-693-0156

Runner-up: Dolby Electric

Edgartown, 508-627-8778

The light is still shining bright for David J. Schwab, a frequent winner in this always highly charged competition. After a year away, Dolby Electric surged back to the top of the pack.

 

Best Plumbing Contractor: Walter Smith Plumbing & Heating

3 Weeks Lane, Edgartown, 508-627-5661, waltersmithplumbing.com

Runner-up: A.P. Fortes Plumbing & Heating

155 Spring Street, Vineyard Haven, 508-693-2394

Weak water pressure? Spotty hot water? The team at Walter Smith Plumbing has got you covered. Smith and runner-up A.P Fortes are trusted among locals when it comes to plumbing needs – and also provide heating services.

 

Best Taxi Service: Stagecoach Taxi

Edgartown, 508-627-4566, mvstagecoachtaxi.com

Runner-up: Your Taxi

Oak Bluffs, 508-693-0003

Stagecoach Taxi’s roots go all the way back to a late-nineteenth-century coach and buggy service. Today, the company uses comfortable vans – much to passengers’ delight. Your Taxi fans praise its great service and fair fares.

 

Best Veterinary Service: Animal Health Care Associates

20 Airport Road, West Tisbury, 508-693-6515, animalhealthcaremv.com

Runner-up: Vineyard Veterinary Clinic

276 Edgartown-Vineyard Haven Road, Edgartown, 508-627-5292

Pet owners only want the best when it comes to caring for their furry friends. Perennial winner Animal Health Care Associates offers full-service care for animals of all sizes, including exotic ones, as well as pet boarding and grooming. At Vineyard Veterinary Clinic, the friendly, experienced staff makes for purring patients.

 

LODGING

Best Hotel, General Excellence: Harbor View Hotel

131 North Water Street, Edgartown, 508-627-7000, harbor-view.com

Runner-up: Dockside Inn

9 Circuit Avenue Extension, Oak Bluffs, 508-693-2966, vineyardinns.com

The Harbor View is a Vineyard classic, but that doesn’t mean stodgy – it just means it’s got a winning formula. Each room has its own distinct charm (Private porch? Bay windows? Kitchenette? All three?), and with the hotel’s prime location above Edgartown harbor, just walking out the front door is a treat. The Dockside Inn is serious about customer service: the hotel’s virtual concierge, Loomis, beat out big-name competitors to win the Massachusetts Lodging Association’s technology innovation award.

 

Best Budget-Friendly Lodging: Dockside Inn

9 Circuit Avenue Extension, Oak Bluffs, 508-693-2966, vineyardinns.com

Runner-up: Harbor View Hotel

131 North Water Street, Edgartown, 508-627-7000, harbor-view.com

The twenty-one-room Dockside Inn packs a punch. With comfy rooms, friendly staff, and a great location in the heart of downtown Oak Bluffs, it’s convenient for both visitors and their wallets. With specials throughout the year, the Harbor View Hotel is an ideal getaway. Seasoned Islanders get a break – perfect for staycations – and even Fido can come along with the hotel’s dog-friendly packages.

 

Best Family-Friendly Lodging: Winnetu Oceanside Resort

31 Dunes Road, Edgartown, 508-310-1733, winnetu.com

Runner-up: Harbor View Hotel

131 North Water Street, Edgartown, 508-627-7000, harbor-view.com

The Winnetu is a hop-skip-jump across the road from South Beach. But there’s plenty on-site for families too, most of it included in the regular hotel rates: weekly clambakes, life-size lawn chess, an array of programs for everyone in the group, from baby to grandma. Bring your minnow net and sand toys to the Harbor View, which is a stone’s throw from Eel Pond, Lighthouse Beach, and the Edgartown Lighthouse.

 

Best Romantic Getaway: Beach Plum Inn

50 Beach Plum Lane, Chilmark, 508-645-9454, beachpluminn.com

Runner-up: Harbor View Hotel

131 North Water Street, Edgartown, 508-627-7000, harbor-view.com

Few things are more romantic than a brilliant Menemsha sunset, and guests at the Beach Plum Inn, tucked away on a hill above the beloved harbor, have a prime view of nature’s nightly show. The Beach Plum offers both secluded, cozy cottages and traditional inn rooms. The Harbor View is ideal for any kind of getaway, from intimate couples’ weekends to busy wedding weeks. Some even choose to get married on the hotel porch.