Location: Oak Bluffs
Top Things to do in Oak Bluffs
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What to do and see in Oak Bluffs, Massachusetts (MA): The Best Sightseeing Tours
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. The population was 4,527 at the 2010 United States Census. It is one of the island's principal points of arrival for summer tourists, and is noted for its "gingerbread cottages" and other well-preserved mid- to late-nineteenth-century buildings.
Restaurants in Oak Bluffs
1. AFAM History Tour
Overall Ratings
5.0 based on 1 reviews
The af/am history tour is one of the most treasured tours here. We will visit most or all of the sites that have to do with af/am history and heritage. There are 27 sites to visit. We will see the Rebecca Amos farm, The Shearer Cottage, the Denniston House of worship, The Highlands, and many many others. We will also visit places that are not listed on the trail.... This tour can take 2 hours or up to 5 hours depending on what you would like to see...
Inclusions: Bottled water, Snacks, Air-conditioned vehicle, Private transportation, Screen to see what certain sites looked like in the 1800s
Exclusions:
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
2. Martha's Vineyard Private Sunset Sightseeing Cruises by Island Time Charters
Overall Ratings
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! ????
3. Martha's Vineyard Sightseeing Cruises
Overall Ratings
5.0 based on 15 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 sightseeing harbor cruise while you comfortably enjoy the sunset sipping on your favorite cocktail.
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
Reviewed By briannaf403
Captain Joe made our time spent in Martha’s Vineyard both educational and fun. We had a blast cruising around the island 10/10 would recommend to anyone visiting for the first time or the hundredth!
4. Martha's Vineyard Leisure Sightseeing Cruise
Overall Ratings
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! ????
5. Boston to Woods Hole & Martha's Vineyard Ferry Private Chauffeur Service
Door-to-door Boston to Woods Hole Martha's Vineyard Ferry "flat rate" service is easy and affordable. Forget about dealing with traffic and paying for parking, when you can book our Point to Point service for close to the same cost. Time is money, start traveling in style and get some work done on the way or just enjoy the scenery.
Inclusions: Base fare, Gratuities - a 20% driver gratuity is included in the base rate., 3.00 STC fee, Bottled water, We always try to arrive 15 minutes early in case we run into traffic at no additional charge., Some vehicles are equipped with:, Free WiFi, Tablets for your entertainment. go to TripAdvisor's Travel Guide to find things to do or watch HBO, Netflix or Listen to Spotify or Pandora, Phone Chargers, Leather Seating, Tinted Windows, Divider or blinds for Privacy, Flat Panel TVs with AM/FM/CD/DVD/MP3 stereo w/ available 3.5mm input or Bluetooth Audio, Dual Zone Heating and Air Conditioning.
Exclusions: For service between the hours of 12:00am and 5:00am please add an additional $25.00, Child safety seats are available upon request for an additional $30 each., All applicable additional charges will be itemized on your receipt. Stop time, Wait time, Holiday surcharges, Tolls, Taxes, Parking, and a 7% fuel surcharge. The Voucher amount will be deducted from your total bill, Ferry tickets to Martha's Vineyard
Reviewed By dmsibert08
My goodnes it was all good! Dave was amazing and knew his stuff. The views were awesome! I enjoyed it!
6. Oak Bluffs, Martha's Vineyard Audio Tour
Knockabout Travel takes you to Martha's Vineyard, with this self-paced audio tour of the most popular town on the island. Discover the origin story of how Oak Bluffs developed from its humble beginnings as a religious camp into a summer destination for business moguls, celebrities, and US Presidents. On the tour, we discuss the development of the Martha's Vineyard Camp Meeting Association, home to the "campground" and the famed gingerbread cottages. Learn how the area around Ocean Park and Circuit Avenue was developed with tourism in mind, and how that conflicted with the original Methodist campers. Along the route, you will be introduced to some of the finer points and lesser-known history of the town, as well as places to grab lunch or a drink. The tour includes 45 minutes of narration and can be completed at a leisurely pace in about 90 minutes including brief stops at various points of interest. Audio easily streams from an embedded web player - no need to download files!
Inclusions: Audio Files (streaming or download available), GPS Guided Interactive Maps, Self-Guided Audio Tour, Begin Tour at Your Leisure
Exclusions: Audio Device (Smartphone), Headphones, Food/Drink
7. 6 Hour Sailing Tour of Vineyard Haven Harbor and Sound
Sailing is the best way to see and experience Vineyard Haven Harbor, Nantucket Sound and Vineyard Sound. Tandemeer is a big beautiful 1980 classic 60' ketch made famous in the 1982 hit movie "Trading Places" with Eddie Murphy, Dan Akroyd and Jamie Lee Curtis. Fun in the Sun in Style.
Inclusions: Soda/Pop, Bottled water, Snacks
Exclusions: Guests are welcome to BYO alcohol beverages for those over 21., Guests are welcome to BYO Lunch or we can arrange a catered lunch for an extra cost., Guests are welcome to bring their own dinner or we can arrange a catered dinner for an extra cost.
Reviewed By 465gw
Four girlfriends and I took this charter during our recent annual MV vacation. I was a little concerned being in a close space because of COVID, but the the captain, Sequoia and his first mate (can’t remember her name) took precautions— masks and hand sanitizers so we felt comfortable. We brought all our own food, drinks and utensils for an added layer of comfort. It was a beautiful day and Captain Sequoia shared with us points of interest as we sailed. We were really just looking for a relaxing day on the water so we weren’t very interested but he was knowledgeable should that be something a group is interested in. The trip was three hours but it felt shorter and I could have used a few more hours on the water. Boat was a little bit on the old/not modern side but clean and spacious enough for our group and the boat staff. Would recommend for kids and adults looking for a few hours of fun on the ocean.
