Guidebook for Oak Bluffs
Everything Else
Everything you need for a vacation experience is within walking distance.
11 locals recommend
Oak Bluffs Harbor
Everything you need for a vacation experience is within walking distance.
More things to do than anywhere else on the Island! Swim, boat, fish. Golf tennis, arcades. Bike, skate, para-sail, shop, dine, bars. Explore, discover, learn. Activities for the entire family.
58 locals recommend
Oak Bluffs
More things to do than anywhere else on the Island! Swim, boat, fish. Golf tennis, arcades. Bike, skate, para-sail, shop, dine, bars. Explore, discover, learn. Activities for the entire family.
Owen Park, off Main Street (just beyond the shopping district), honors one of Vineyard Haven’s whaling captains. The town park and beach here is a great place to pack a picnic and watch the harbor.
18 locals recommend
Owen Park Beach
Owen Park, off Main Street (just beyond the shopping district), honors one of Vineyard Haven’s whaling captains. The town park and beach here is a great place to pack a picnic and watch the harbor.
DELIVER RIGHT TO YOU! - Best bike rental prices and choices on Martha's Vineyard will deliver your bike rental. 3 locations: Oak Bluffs, Vineyard Haven, Edgartown. 508.693.6593 marthasbikerentals.com
12 locals recommend
Martha's Bike | Rentals + Sales Since 1989 | Entire Island Delivery
4 Lagoon Pond RdDELIVER RIGHT TO YOU! - Best bike rental prices and choices on Martha's Vineyard will deliver your bike rental. 3 locations: Oak Bluffs, Vineyard Haven, Edgartown. 508.693.6593 marthasbikerentals.com
Offer guided jet ski tours, para-sailing, wake-boarding, water skiing, knee boarding, tubing and boat rentals. Now offered is fly-boarding. mvoceansports. com 508-693-8476
9 locals recommend
Martha's Vineyard Sightseeing
23 Lake AveOffer guided jet ski tours, para-sailing, wake-boarding, water skiing, knee boarding, tubing and boat rentals. Now offered is fly-boarding. mvoceansports. com 508-693-8476
Patriot Party Boats! Did you miss the boat?!! 24-Hour Water Taxi Available. Call for information: 508-548-2626 http://www.patriotpartyboats.com
10 locals recommend
Patriot Party Boats
227 Clinton AvePatriot Party Boats! Did you miss the boat?!! 24-Hour Water Taxi Available. Call for information: 508-548-2626 http://www.patriotpartyboats.com
An island tradition. http://www.thewesttisburyfarmersmarket.com/
15 locals recommend
West Tisbury Farmers Market
1070 State RdAn island tradition. http://www.thewesttisburyfarmersmarket.com/
Great library! Don't miss their annual book sales events at various island locations throughout the summer! http://oakbluffslibrary.org/
Oak Bluffs Public Library
56r School StGreat library! Don't miss their annual book sales events at various island locations throughout the summer! http://oakbluffslibrary.org/
Entertainment & Activities
The Flying Horses is the oldest operating carousel in America. Originally a Coney Island, NY amusement, it was moved to Oak Bluffs in 1884. It has been delighting generations of Island visitors since.
82 locals recommend
Flying Horses Carousel
15 Oak Bluffs AveThe Flying Horses is the oldest operating carousel in America. Originally a Coney Island, NY amusement, it was moved to Oak Bluffs in 1884. It has been delighting generations of Island visitors since.
Family entertainment center featuring over 75 of the hottest, coolest arcade and skill games. Redeem tickets to win valuable prizes!
Skeeball, air hockey, kiddie rides and more.
9 locals recommend
Ryan Family Amusements
19 Circuit AveFamily entertainment center featuring over 75 of the hottest, coolest arcade and skill games. Redeem tickets to win valuable prizes!
Skeeball, air hockey, kiddie rides and more.
Kids Cruises : Day & Sunset Sails : Private Charters. Sails from Vineyard Haven Harbor (1.5 mi) http://theblackdogtallships.com
Coastwise Packet Co
Kids Cruises : Day & Sunset Sails : Private Charters. Sails from Vineyard Haven Harbor (1.5 mi) http://theblackdogtallships.com
Martha's Vineyard Ag & Livestock Fair is held the third week in August. 2015 Fair will be August 20, 21, 22 & 23. http://mvas.vineyard.net/new/
9 locals recommend
Martha's Vineyard Agricultural Society
35 Panhandle RdMartha's Vineyard Ag & Livestock Fair is held the third week in August. 2015 Fair will be August 20, 21, 22 & 23. http://mvas.vineyard.net/new/
Arts & Culture
Featherstone is comprised of six rambling acres of meadows, galleries and studios, providing instruction for all ages in the visual, performing and literary arts.
20 locals recommend
Featherstone Center for the Arts
30 Featherstone LnFeatherstone is comprised of six rambling acres of meadows, galleries and studios, providing instruction for all ages in the visual, performing and literary arts.
The Vineyard Playhouse building on Church Street was built in 1833 as a Methodist meeting house. Today it houses the Island’s only year-round professional theater company.
7 locals recommend
Martha's Vineyard Playhouse
24 Church StThe Vineyard Playhouse building on Church Street was built in 1833 as a Methodist meeting house. Today it houses the Island’s only year-round professional theater company.
Pick up a photography print from this iconic Vineyard artist to commemorate a favorite location on your visit. Peruse the rest of the Oak Bluffs Arts District while you're in the area.
Alison Shaw Gallery
88 Dukes County AvePick up a photography print from this iconic Vineyard artist to commemorate a favorite location on your visit. Peruse the rest of the Oak Bluffs Arts District while you're in the area.
Drinks & Nightlife
Circuit Ave in Oak Bluffs, a great shopping experience! Quirky whimsical shops for every taste, and a varied selection of restaurants & bars. Less pricey than the other towns. Something for everyone!
6 locals recommend
Circuit Avenue
Circuit AvenueCircuit Ave in Oak Bluffs, a great shopping experience! Quirky whimsical shops for every taste, and a varied selection of restaurants & bars. Less pricey than the other towns. Something for everyone!
Great food, fun, and Island Atmosphere. Located right on the harbor, enjoy a relaxing cocktail while the sun sets and the island gets ready for the Vineyard Nightlife. mvsandbar.com
7 locals recommend
Sand Bar & Grille
6 Circuit Avenue ExtensionGreat food, fun, and Island Atmosphere. Located right on the harbor, enjoy a relaxing cocktail while the sun sets and the island gets ready for the Vineyard Nightlife. mvsandbar.com
A playground for adults 21+. Food, drinks, and fun. Pool, darts, ping pong, video games, shuffleboard, board games, music. Open daily 5pm - late. http://loftob.com/
7 locals recommend
Loft Nightclub
9 Oak Bluffs AveA playground for adults 21+. Food, drinks, and fun. Pool, darts, ping pong, video games, shuffleboard, board games, music. Open daily 5pm - late. http://loftob.com/
Food Scene
Eat at the Aquinnah Restaurant at the top of the circle. Feast on breathtaking water views while perched atop the Aquinnah cliffs.
13 locals recommend
The Aquinnah Shop Restaurant
27 Aquinnah CirEat at the Aquinnah Restaurant at the top of the circle. Feast on breathtaking water views while perched atop the Aquinnah cliffs.
The Atlantic Fish & Chop House on Martha's Vineyard, is a neighborhood seafood restaurant devoted to offering quality cuisine, exceptional service and festive nightlife.
42 locals recommend
Atlantic
2 Main StThe Atlantic Fish & Chop House on Martha's Vineyard, is a neighborhood seafood restaurant devoted to offering quality cuisine, exceptional service and festive nightlife.
Vineyard Haven's iconic waterfront restaurant, established in 1971. A cozy spot for a delicious cup of chowder. Don't forget to pick up a souvenir shirt at their store around the corner!
52 locals recommend
The Black Dog Tavern
20 Beach Street ExtensionVineyard Haven's iconic waterfront restaurant, established in 1971. A cozy spot for a delicious cup of chowder. Don't forget to pick up a souvenir shirt at their store around the corner!
BEST place to bring your family for a fun and affordable meal or snack, outdoor picnic table seating, located on the dock, Oak Bluffs Harbor (1 mi). http://nancysrestaurant.com
42 locals recommend
Nancy's Restaurant
29 Lake AveBEST place to bring your family for a fun and affordable meal or snack, outdoor picnic table seating, located on the dock, Oak Bluffs Harbor (1 mi). http://nancysrestaurant.com
BEST RESTAURANT SUNSET VIEW - Oak Bluffs Harbor (1 mi). Casual lunch & dinner dining located right on OB dock. http://lobstervillemv.com
11 locals recommend
Lobsterville Bar & Grille
8 Circuit Avenue ExtensionBEST RESTAURANT SUNSET VIEW - Oak Bluffs Harbor (1 mi). Casual lunch & dinner dining located right on OB dock. http://lobstervillemv.com
BEST BREAKFAST - Circuit Ave, Oak Bluffs (1 mi) http://lindajeansrestaurant.com
48 locals recommend
Linda Jean's Restaurant
25 Circuit AvenueBEST BREAKFAST - Circuit Ave, Oak Bluffs (1 mi) http://lindajeansrestaurant.com
Located 9 Oak Bluffs Ave, Oak Bluffs (1 mi), local fish house and raw bar. Great bar, friendly atmosphere after dinner. Try the incredible chowder, made from scratch! 508-696-3000 http://mvchowder.com
48 locals recommend
Linda Jean's Restaurant
25 Circuit AvenueLocated 9 Oak Bluffs Ave, Oak Bluffs (1 mi), local fish house and raw bar. Great bar, friendly atmosphere after dinner. Try the incredible chowder, made from scratch! 508-696-3000 http://mvchowder.com
GREAT FOOD, VIEW, SPORTS BAR, FAMILY FRIENDLY on the bluff, Oak Bluffs (1 mi) overlooking a sweeping water view. 11am - 11pm, Sushi til Midnight. Takeout Available! (508) 696-9844
52 locals recommend
Lookout Tavern
8 Seaview AveGREAT FOOD, VIEW, SPORTS BAR, FAMILY FRIENDLY on the bluff, Oak Bluffs (1 mi) overlooking a sweeping water view. 11am - 11pm, Sushi til Midnight. Takeout Available! (508) 696-9844
Best Italian food, seafood, pizza and takeout. Good prices and large portions.
29 locals recommend
Giordano's Restaurant
18 Lake AveBest Italian food, seafood, pizza and takeout. Good prices and large portions.
Creative New American fare with a seasonal bent served in the rustic-chic dining room or cozy patio. Price: $$$$
60 locals recommend
State Road
688 State RdCreative New American fare with a seasonal bent served in the rustic-chic dining room or cozy patio. Price: $$$$
Popular, retro diner for American breakfast & lunch faves, with a food truck on hand in the evening. Price: $$
58 locals recommend
ArtCliff Diner
39 Beach RdPopular, retro diner for American breakfast & lunch faves, with a food truck on hand in the evening. Price: $$
Wood-fired pizzas with organic ingredients & free-range meats, made in traditional clay ovens.
Flatbread Company
17 Airport RoadWood-fired pizzas with organic ingredients & free-range meats, made in traditional clay ovens.
Dinner restaurant just 1 mi from our property overlooking Lagoon Pond. Menu yummy. Prices not cheap, but not expensive. Reservations only. http://www.beachroadmv.com/
27 locals recommend
Beach Road
79 Beach RdDinner restaurant just 1 mi from our property overlooking Lagoon Pond. Menu yummy. Prices not cheap, but not expensive. Reservations only. http://www.beachroadmv.com/
Lunch and dinner, huge great menu, dine in or takeout, consistently great food, friendly good service, reasonably priced, great water view, steps away from Oak Bluffs ferry terminal and 1 mi from our property. First place all my visiting family and friends want to go minute I pick them up at the ferry. http://www.lookoutmv.com/
52 locals recommend
Lookout Tavern
8 Seaview AveLunch and dinner, huge great menu, dine in or takeout, consistently great food, friendly good service, reasonably priced, great water view, steps away from Oak Bluffs ferry terminal and 1 mi from our property. First place all my visiting family and friends want to go minute I pick them up at the ferry. http://www.lookoutmv.com/
Takeout 1 mi from property. Huge, really good food at very reasonable prices. Open late night!!
https://www.facebook.com/Fat-Ronnies-Burger-Bar-332988900137852/
Open Hours
Sunday
11:00 am - 12:00 am
Monday
11:00 am - 1:00 am
Tuesday
11:00 am - 1:00 am
Wednesday
11:00 am - 1:00 am
Thursday
11:00 am - 1:00 am
Friday
11:00 am - 1:00 am
Saturday
11:00 am - 1:00 am
15 locals recommend
Fat Ronnie's Burger Bar
7 Circuit AveTakeout 1 mi from property. Huge, really good food at very reasonable prices. Open late night!!
https://www.facebook.com/Fat-Ronnies-Burger-Bar-332988900137852/
Open Hours
Sunday
11:00 am - 12:00 am
Monday
11:00 am - 1:00 am
Tuesday
11:00 am - 1:00 am
Wednesday
11:00 am - 1:00 am
Thursday
11:00 am - 1:00 am
Friday
11:00 am - 1:00 am
Saturday
11:00 am - 1:00 am
Shopping
Aquinnah Circle
Aquinnah CircleVisit shops and snack stands primarily run by members of the local Wampanoag Tribe.
A charming, independent, locally-owned book store. Features a carefully-curated selection of books. Frequent author talks and signings.
13 locals recommend
Bunch of Grapes Bookstore
23 Main StA charming, independent, locally-owned book store. Features a carefully-curated selection of books. Frequent author talks and signings.
Liquor Store located on the harbor, Oak Bluffs (1 mi), fine selection of over 500 wines, wide variety beer & spirits. Mon-Sat 7AM-10PM Sun 8AM-8 PM Delivery 508-693 3000 http://ourmarket.us
10 locals recommend
Our Market
1 E Chop DrLiquor Store located on the harbor, Oak Bluffs (1 mi), fine selection of over 500 wines, wide variety beer & spirits. Mon-Sat 7AM-10PM Sun 8AM-8 PM Delivery 508-693 3000 http://ourmarket.us
Sightseeing
A beautiful little lighthouse situated next to a quiet public beach just outside of the commercial district in Edgartown.
28 locals recommend
Lighthouse Beach
230 N Water StA beautiful little lighthouse situated next to a quiet public beach just outside of the commercial district in Edgartown.
The East Chop Lighthouse in Oak Bluffs stands on the site of one of the first telegraph signals, set up in 1828. Signals from Nantucket were received here and relayed on to Woods Hole and beyond.
20 locals recommend
East Chop Lighthouse
The East Chop Lighthouse in Oak Bluffs stands on the site of one of the first telegraph signals, set up in 1828. Signals from Nantucket were received here and relayed on to Woods Hole and beyond.
The West Chop Lighthouse was the Island's last manned light. The gorgeous red and white lighthouse was built in 1817. The trip out and back around West Chop is full of stunning views.
9 locals recommend
West Chop Lighthouse station
The West Chop Lighthouse was the Island's last manned light. The gorgeous red and white lighthouse was built in 1817. The trip out and back around West Chop is full of stunning views.
Vineyard Haven is the year-round port of entry for Martha's Vineyard. Quiet streets, quaint shops, and restaurants make this harbor town a perfect place to visit any day! http://youtu.be/b-mFAGbF6S8
27 locals recommend
Vineyard Haven
Vineyard Haven is the year-round port of entry for Martha's Vineyard. Quiet streets, quaint shops, and restaurants make this harbor town a perfect place to visit any day! http://youtu.be/b-mFAGbF6S8
This Oak Bluffs beach and surrounding area of colorful gingerbread Victorian houses have strong links to African-American heritage on Martha's Vineyard, dating back to the Revolutionary War.
31 locals recommend
Inkwell Beach
83 Seaview AveThis Oak Bluffs beach and surrounding area of colorful gingerbread Victorian houses have strong links to African-American heritage on Martha's Vineyard, dating back to the Revolutionary War.
Tisbury, which includes the main village of Vineyard Haven, and the West Chop peninsula. It is the island's primary port of entry for people and cargo, supplemented by the seasonal port in Oak Bluffs.
7 locals recommend
Tisbury
Tisbury, which includes the main village of Vineyard Haven, and the West Chop peninsula. It is the island's primary port of entry for people and cargo, supplemented by the seasonal port in Oak Bluffs.
Edgartown, includes Chappaquiddick island and Katama. Edgartown is noted for its rich whaling tradition, and is the island's largest town by population and area. It is one of the island's "wet" towns.
59 locals recommend
Edgartown
Edgartown, includes Chappaquiddick island and Katama. Edgartown is noted for its rich whaling tradition, and is the island's largest town by population and area. It is one of the island's "wet" towns.
Town of West Tisbury is the island's agricultural center, and hosts the beloved well known Martha's Vinyard Agricultural Fair in late August each year.
20 locals recommend
West Tisbury
Town of West Tisbury is the island's agricultural center, and hosts the beloved well known Martha's Vinyard Agricultural Fair in late August each year.
Chilmark, including the fishing village of Menemsha. Chilmark is also rural and features the island's hilliest terrain. Menemsha Hills has wooded hiking trails with beautiful ocean view overlooks.
14 locals recommend
Chilmark
Chilmark, including the fishing village of Menemsha. Chilmark is also rural and features the island's hilliest terrain. Menemsha Hills has wooded hiking trails with beautiful ocean view overlooks.
Aquinnah is home to the Wampanoag Indian tribe and the famous Clay cliffs. At the top of the cliffs: shops, restaurant and breath taking view overlooking the cliffs, ocean and Gay Head Lighthouse.
35 locals recommend
Aquinnah
Aquinnah is home to the Wampanoag Indian tribe and the famous Clay cliffs. At the top of the cliffs: shops, restaurant and breath taking view overlooking the cliffs, ocean and Gay Head Lighthouse.
Small scenic fishing village located in the town of Chilmark. Charter fishing, public beach, bicycle ferry across Menemsha Pond to Aquinnah and excellent places to get freshly cooked seafood.
52 locals recommend
Menemsha
Small scenic fishing village located in the town of Chilmark. Charter fishing, public beach, bicycle ferry across Menemsha Pond to Aquinnah and excellent places to get freshly cooked seafood.
An island treasure, 46 ft from an eroding cliff recently designated by the National Trust for Historic Preservation as one of America’s 11 Most Endangered Historic Places. Unforgettable sunset tours.
49 locals recommend
Gay Head Lighthouse
15 Aquinnah CirAn island treasure, 46 ft from an eroding cliff recently designated by the National Trust for Historic Preservation as one of America’s 11 Most Endangered Historic Places. Unforgettable sunset tours.
Best secret beach on Martha's Vineyard! Visit a spectacular, secluded beach in Chilmark, where locals go and parking is free! Plus, there's a giant rock to jump off!
23 locals recommend
Great Rock Bight Preserve
37 Brickyard RdBest secret beach on Martha's Vineyard! Visit a spectacular, secluded beach in Chilmark, where locals go and parking is free! Plus, there's a giant rock to jump off!
Vineyard Haven Harbor Quick Tour for the boaters: http://youtu.be/ZtI2SenoMCQ
Quick Tour: Vineyard Haven part 2 http://youtu.be/b-mFAGbF6S8
Vineyard Haven Harbor
Vineyard Haven Harbor Quick Tour for the boaters: http://youtu.be/ZtI2SenoMCQ
Quick Tour: Vineyard Haven part 2 http://youtu.be/b-mFAGbF6S8
VTA public transit bus to the 6 towns of MV: Aquinnah, Chilmark, Edgartown, Oak Bluffs, Tisbury (Vineyard Haven) and West Tisbury. Bus stops at 62-82 property every 30 mins www.vineyardtransit.com
19 locals recommend
Martha's Vineyard Transit Authority (VTA)
11 A StVTA public transit bus to the 6 towns of MV: Aquinnah, Chilmark, Edgartown, Oak Bluffs, Tisbury (Vineyard Haven) and West Tisbury. Bus stops at 62-82 property every 30 mins www.vineyardtransit.com