Things to do in Aquinnah, Massachusetts (MA): The Best Tours

December 23, 2021 Jacquiline Delozier

Aquinnah is a town located on the island of Martha's Vineyard in Massachusetts. Until 1997 it was called Gay Head. The population was 311 at the 2010 U.S. census. It is known for its beautiful clay cliffs and quiet natural serenity. Below the clay cliffs is Jungle Beach, named to reflect its reputation as one of the few nude beaches left in the U.S.
Restaurants in Aquinnah

1. Martha's Vineyard Private Sunset Sightseeing Cruises by Island Time Charters

Owen Park Way, Tisbury, MA 02568, USA Island Time Charters
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5.0 based on 13 reviews

Island Time Charters offers Martha's Vineyard sunset/cocktail cruises which are ideal for those who want to celebrate a special occasion such as bachelorette parties, proposals, first time island visitors or just want to celebrate life. We will pick you up by boat and take you on a private sightseeing harbor cruise while you comfortably enjoy the sunset sipping on your favorite cocktail. There are 3 different routes to choose from giving our guest the opportunity to experience different areas of Martha's Vineyard.

Inclusions: A fully fueled 26' Bennington Pontoon Boat, Soft drinks, towels, blankets ​

Exclusions: Can be arranged for an additional charge., Guest are encourage to their own snacks and BYO, Gratuities

Reviewed By Nina24k

This was the most memorable experience on the island. The boat was spectacular and our captain was incredible! I definitely would recommend this cruise. It was amazing! ????

2. Martha's Vineyard Leisure Sightseeing Cruise

Owen Park Way, Tisbury, MA 02568, USA Island Time Charters
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5.0 based on 5 reviews

Island Time Charters offers Martha's Vineyard Sightseeing cruises which are ideal for those who want to celebrate a special occasion such as bachelorette parties, proposals, first time island visitors or just want to celebrate life. We will pick you up by boat and take you on a sightseeing cruise while you comfortably enjoy breathtaking views sipping on your favorite beverage. There are 3 different routes to choose from giving our guest the opportunity to experience different areas of Martha's Vineyard.

Inclusions: A fully fueled 26' Bennington Pontoon Boat, towels, blankets ​

Exclusions: Guest are encourage to their own snacks and BYO, Can be arranged for an additional charge., Gratuities

Reviewed By Nina24k

This was the most memorable experience on the island. The boat was spectacular and our captain was incredible! I definitely would recommend this cruise. It was amazing! ????

3. 3-Hour Martha's Vineyard Island Tour from Oak Bluffs

1 Seaview Ave, Oak Bluffs, MA 02557, USA Martha’s Vineyard Tours and Transportation
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4.5 based on 171 reviews

Experience our famous 3-hour full Island tour for a budget friendly rate! This 3-hour tour will introduce you to our 100 square mile island by giving you the history, both past and present, of our 6 unique towns. In all, 2 ½ hours of the tour is narrated, and you'll have two 15-minute stops in Menemsha & Cliffs of Aquinnah. Top highlights on this tour include Oak Bluffs, Edgartown, Vineyard Haven, Aquinnah, West Tisbury, Chilmark, and Menemsha.

Inclusions: 3-Hour Island Tour of Martha's Vineyard from Oak Bluffs, Small-group tour for a more personalized experience, Professional Driver/Guide, Live commentary on board, Transportation via air-conditioned vehicle, Experience top Martha's Vineyard areas including Oak Bluffs, Vineyard Haven, and Aquinnah, 15-minute photo stop at Aquinnah (Gay Head Cliffs), 15-minute stop in Menemsha, an Idyllic fishing village

Exclusions: Gratuities, Snack & Water

Reviewed By 509fernt

Great way to see the Vineyard if you are visiting without a car. Interesting information about the island. Rich was very kind and friendly.

4. Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Boston Marriott Long Wharf, 296 State St, Boston, MA 02109, USA New England Trips
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4.4 based on 862 reviews

Don't be fooled by copycats. We are Boston's ORIGINAL Martha's Vineyard day trip and Boston's #1 day trip service to the island since 2011. Our professional guides, approved Boston Hotel pickups and newer air-conditioned mini-coaches will help provide you with the personalized passenger experience that our guests truly deserve. Transportation to the island has never been this easy! You will also receive complimentary snacks, bottled water, island guidebooks and a discount card with some island perks! Once on the island, explore on your own or upgrade with our 3 hour fully narrated island tour. Let us help you Discover Martha's Vineyard!

Inclusions: Boston to Martha's Vineyard Day-Trip Excursion, Round-Trip Transportation on Air-Conditioned Mini Coach Bus, Hotel Pick-Up/Drop-Off included at select Boston hotels, 3-Hour Narrated Martha's Vineyard Island Bus Tour (option available at checkout), 50-minute stop to explore downtown Edgartown at your leisure (Island Tour upgrade), 15-minute stop to view the Gay Head Cliffs in Aquinnah (Island Tour option), See all 6 Martha's Vineyard Towns during your island tour including Vineyard Haven & Aquinnah , Drive through charming downtown Falmouth and along the Cape Cod Canal on the way to the ferry, Scenic 35-45 min ferry cruise from Cape Cod to Oak Bluffs or Vineyard Haven (based on travel date), Bonus stop at Nobska Lighthouse in Falmouth in Cape Cod (based on travel date), Complimentary Bottled Water, Snacks and Island Guidebooks, Narration during Mini Coach Bus Ride, Restroom stop halfway between Boston and Cape Cod, 6 hours total time on the island

Exclusions: Gratuities, Lunch (dining options available on Martha's Vineyard)

Reviewed By Dwight A

Christine was a great tour guide and personal chauffeur. It was a very hot day and she made herself available for a quick pick-up when the heat got too much for anyone. It was a small group with Covid going on so she catered to our groups preferences and substituted other attractions for the advertized activities that where closed. Great job!

5. All Island Bus Tour

1 Seaview Ave, Oak Bluffs, MA 02557, USA HomeGrown Tours
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4.0 based on 21 reviews

Our All Island Bus tour is for those that want to get an overall idea of what Marthas Vineyard is and be able to do a little shopping, eating and sightseeing. Being narrated by a third generation Islander, we have loads of history to tell along with personal stories to highlight.

Inclusions: Bottled water, Lite snacks: pretzels, fritos, chips, crackers, cookies, Rain ponchos, Air-conditioned vehicle, Screen at front of bus shows what certain sites looked like in the 1800s, Feel the Vineyard thru items passed around: cedar shingles, quahog shells, wool, etc, Tshirts, homemade items (key chains, jewelry) available for sale, Charging station for your phones or tablets.... no computers., swag bags: Every passenger receives a swag bag: included are maps, guides, coupons and surprises

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Reviewed By Susan S

I spent three hours touring Martha's Vineyard in a private van with Donna as my driver/guide. It was a delightful afternoon, and I am so happy I took the tour today. The sun was shining the whole day, and Donna enhanced the trip by offering all kinds of historical information along the way and in all the places we visited. It was great to be with a long-time local, as Donna filled me in with details that perhaps I would not have experienced with someone else. Again, a delightful afternoon.....Thank you!

6. All Island Tour by Bus in Oak Bluffs

1 Seaview Ave, Oak Bluffs, MA 02557, USA HomeGrown Tours

Our tours are one of a kind, I'm a 3rd generation islander with roots dating back to 1909. We offer cold bottled water, lite snacks, ponchos for those spot showers, we pass around items to show how we began and continue to live here. There's a screen at the front of the bus to show what certain sites looked like in the 1800s.

Inclusions: Bottled Water and lite snacks, Air-conditioned vehicle, Private transportation

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Reviewed By Ebony3052404

Very informative but wish we could have time for more questions and answers. But she was thorough and enjoyed it. Can someone contact me so I can tip her? Unfortunately we didn't have cash and I couldn't find her in Venmo. Her tip is well deserved and I whirls really like to give it to her

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