The waters around Martha’s Vineyard offer several outstanding boat tours worth your time and money.
The best include a historic 2-hour sail aboard a genuine 60-foot ketch (featured in the movie “Trading Places”) through three key waterways: Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound.
For those seeking intimacy and flexibility, Island Sailing Tours runs excellent 3-hour private excursions with convenient scheduling and included refreshments.
The 6-hour private option stands out for serious sailors wanting a full-day experience, complete with snacks and drink options.
Let’s explore these top-rated maritime adventures.
Key Points
- Enjoy a classic 60-foot ketch sailing tour through Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound, with views of the West and East Chop Lighthouses.
- Experience a private, flexible, and leisurely 3-hour sailing tour with Island Sailing Tours, featuring water, sodas, snacks, and a lunch option.
- Set out on a private 6-hour sailing tour with complimentary water, sodas, and snacks, and the option to purchase lunch and alcoholic beverages.
- The sailing tours accommodate up to six passengers, with life jackets provided for infants and children under 13.
- The sailing tours require a moderate fitness level, and some are not wheelchair accessible, so consider your physical abilities before booking.
2 Hour Sailing Tour of Vineyard Haven Harbor and Sound
For a delightful sailing adventure in Martha’s Vineyard, the 2-Hour Sailing Tour of Vineyard Haven Harbor and Sound offers a captivating experience.
You’ll embark on a classic 60-foot (18-meter) ketch, featured in the movie “Trading Places,” and sail through the picturesque Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound.
Along the way, you’ll catch views of the West and East Chop Lighthouses, making for a truly memorable outing.
The tour accommodates up to six passengers and allows you to bring your own alcoholic beverages and meals. Bottled water, snacks, and soda are provided.
Whether you’re a first-time or returning visitor, this sailing tour promises a relaxing and enjoyable time on the water.
Read our full review: 2 Hour Sailing Tour of Vineyard Haven Harbor and Sound Review
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3 Hour Sailing Tour of Vineyard Haven Harbor and Sound
The 3-Hour Sailing Tour of Vineyard Haven Harbor and Sound offers a captivating maritime adventure on the picturesque waters surrounding Martha’s Vineyard.
Operated by Island Sailing Tours, this private tour allows you to explore the harbor and sound at your own pace. The tour includes water, sodas, and snacks, with a lunch option available. Alcoholic beverages can also be purchased.
Meeting at the Black Dog Wharf, you’ll launch to the Tandemeer boat, with a small fee for adults and children. The tour runs from May through September, with flexible start times.
While not recommended for those with back issues or medical conditions, the tour provides a moderate physical activity level and is near public transportation.
Read our full review: 3 Hour Sailing Tour of Vineyard Haven Harbor and Sound Review
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6 Hour Sailing Tour of Vineyard Haven Harbor and Sound
Elevating your Martha’s Vineyard experience, the 6-Hour Sailing Tour of Vineyard Haven Harbor and Sound invites you to learn about the breathtaking maritime landscapes that define this idyllic island.
A private tour exclusive to your group, this journey showcases the harbor and sound in a leisurely 6-hour sail. Aboard the vessel, you’ll enjoy complimentary water, sodas, and snacks, with lunch and alcoholic beverages available à la carte.
While not wheelchair accessible, the tour welcomes participants of moderate fitness, with infants and children under 13 accommodated with life jackets.
Operating daily from late May to mid-September, this 5-star-rated tour promises an unforgettable glimpse into the nautical wonders of Martha’s Vineyard.
Read our full review: 6 Hour Sailing Tour of Vineyard Haven Harbor and Sound Review
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Frequently Asked Questions
What Is the Maximum Capacity of the Sailing Tours?
The maximum capacity of the sailing tours typically ranges from 6 to 49 passengers, depending on the size of the vessel. You’ll find a variety of tour options to accommodate groups of different sizes.
Are the Tours Suitable for Individuals With Mobility Issues?
The tours are generally wheelchair-accessible, with crew members available to assist passengers with mobility issues. However, you should check with the tour operator beforehand to ensure the specific vessel and itinerary can accommodate your needs.
Are There Any Age Restrictions for the Sailing Tours?
Most sailing tours don’t have age restrictions, but you’ll want to check with the specific operator. Some may have minimum age requirements for safety reasons. Be sure to inquire about accessibility options if you have mobility concerns.
Can I Bring My Own Food and Drinks on the Tours?
You can typically bring your own food and drinks on sailing tours, though some operators may have restrictions. Check with the specific tour company beforehand to ensure you’re aware of their policies regarding outside food and beverages.
What Is the Cancellation Policy for the Sailing Tours?
The cancellation policy typically allows you to cancel your sailing tour reservation without penalty up to 24-48 hours prior to the scheduled departure. However, cancellations made within this window may result in a partial or full forfeiture of the ticket price.
The Sum Up
Enjoy the captivating sights of Martha’s Vineyard on these carefully curated sailing tours. Whether you choose the 2-hour, 3-hour, or 6-hour option, you’ll be treated to stunning harbor and sound views, knowledgeable narration, and a chance to relax and unwind on the open water. Don’t miss the opportunity to experience the island’s natural beauty from a unique vantage point.