Sailing enthusiasts and nature lovers alike won’t want to miss the opportunity to explore the picturesque Vineyard Haven Harbor and Nantucket Sound on a 6-hour sailing tour. Aboard a classic 60-foot ketch sailboat, guests can customize their itinerary to suit their interests, whether that’s spotting local wildlife, learning about the region’s maritime history, or simply taking in the stunning coastal vistas. With an experienced crew at the helm, this private sailing adventure promises a relaxing and immersive experience in a beautiful New England setting. However, the true highlight just might be the chance to connect with the natural world in a way that’s simply impossible from land.

Key Points

  • A 6-hour private sailing tour exploring Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound aboard a classic 60-foot ketch sailboat.
  • Customizable itinerary based on group interests, with opportunities for wildlife spotting and learning about local history.
  • Includes water, soda, and snacks, with lunch and alcoholic beverages available for purchase.
  • Moderate physical fitness level required, and not recommended for travelers with back issues or serious medical conditions.
  • Departure from Black Dog Wharf in Vineyard Haven, Massachusetts, with tours operating daily from 9 AM to 3 PM during the peak season.

Tour Overview

6 Hour Sailing Tour of Vineyard Haven Harbor and Sound - Tour Overview

This sailing tour offers a comprehensive 6-hour experience exploring the picturesque Vineyard Haven Harbor and nearby sounds.

Operated by Island Sailing Tours, the tour is aboard a classic 60-foot ketch sailboat featured in the film "Trading Places".

With a capacity of up to 12 people, the tour provides an opportunity to customize the itinerary based on group interests.

Guests can expect to enjoy scenic views, sun, and sea during the private sailing experience.

Water, soda, and snacks are included, while lunch and alcoholic beverages can be purchased.

The tour departs from and returns to the Black Dog Wharf in Vineyard Haven, Massachusetts.

Experience Highlights

6 Hour Sailing Tour of Vineyard Haven Harbor and Sound - Experience Highlights

Guests on this private sailing tour have the opportunity to customize the itinerary based on their interests.

The tour offers a chance to explore the picturesque Vineyard Haven Harbor, Nantucket Sound, and Vineyard Sound, taking in the sun, sea, and scenic views.

Whether you’re interested in wildlife spotting, learning about the area’s history, or simply relaxing on the water, the experienced crew will work with you to create a memorable experience.

The classic 60-foot (18-meter) ketch sailboat, featured in the film "Trading Places," provides an authentic and intimate setting for your maritime adventure.

Inclusions and Exclusions

6 Hour Sailing Tour of Vineyard Haven Harbor and Sound - Inclusions and Exclusions

The tour includes water, soda, and snacks for guests.

Lunch and alcoholic beverages are available for purchase during the tour.

While the sailing experience is private and customizable, the tour isn’t suitable for all travelers. Specifically:

  • Not wheelchair accessible
  • Infants must sit on laps, and children under 13 must wear life jackets
  • Not recommended for travelers with back issues or serious medical conditions
  • Moderate physical fitness level required

Meeting and Logistics

The sailing tour departs from Black Dog Wharf, located at 20 Beach St, Vineyard Haven, MA 02568, USA. Participants will return to the same meeting point at the end of the 6-hour excursion.

The start time should be confirmed with the local provider in advance, as the tours operate daily from 9 AM to 3 PM between May 23rd and September 20th.

This sailing tour isn’t accessible for wheelchair users and isn’t recommended for travelers with back issues or serious medical conditions. Children under 5 aren’t permitted, and those under 13 must wear life jackets.

A moderate level of physical fitness is required for this private sailing experience.

Additional Considerations

Besides the meeting logistics, there are a few other important considerations:

  • This tour isn’t wheelchair accessible, so it may not be suitable for all travelers. However, it’s located near public transportation, making it accessible to a wider audience.

  • While infants are allowed, they must sit on laps, and children under 5 aren’t permitted. Kids under 13 must wear life jackets for safety.

  • Due to the nature of the activity, the tour isn’t recommended for travelers with back issues or serious medical conditions. A moderate level of physical fitness is required.

Preparing for the Tour

Preparing for the tour requires a bit of planning to ensure a comfortable and enjoyable experience. Participants should dress in layers and wear comfortable, non-slip shoes. Sunscreen, hats, and sunglasses are recommended to protect from the elements.

Bringing a small backpack or tote bag to store personal items is advised. While water, soda, and snacks are provided, guests may want to pack a light lunch or additional refreshments.

It’s important to remember that the tour operates rain or shine, so having a plan B in case of inclement weather is a good idea.

With a little preparation, guests can focus on taking in the stunning views and seeing the sailing experience.

Exploring Vineyard Haven Harbor

6 Hour Sailing Tour of Vineyard Haven Harbor and Sound - Exploring Vineyard Haven Harbor

Sailing through the tranquil waters of Vineyard Haven Harbor, guests embark on a journey of discovery. The historic harbor offers a glimpse into the island’s maritime heritage, with its picturesque waterfront, bustling marinas, and iconic Black Dog Tavern.

Highlights of the harbor exploration include:

  • Admiring the stately historic buildings and charming homes that line the shore

  • Spotting local wildlife, such as seabirds and the occasional harbor seal

  • Catching a glimpse of the charming ferry that connects Vineyard Haven to the mainland

As the sailboat glides past these scenic wonders, guests can sit back, relax, and soak in the peaceful atmosphere of this quintessential New England harbor.

Testimonials and Reviews

Guests who’ve embarked on this sailing tour rave about their unforgettable experiences.

With a perfect 5-star rating from two reviews, this tour offers unparalleled satisfaction.

Passengers particularly enjoy the customizable itinerary, which allows them to tailor the journey to their interests.

Many highlight the serene beauty of the harbor, sound, and scenic vistas as the centerpiece of their trip.

The classic ketch sailboat, featured in the film "Trading Places," adds an authentic touch to the excursion.

Travelers consistently praise the friendly and knowledgeable crew, as well as the ample food and beverage options provided throughout the 6-hour adventure.

Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?

According to the tour details, passengers can bring their own food and non-alcoholic drinks on the sailing tour. However, alcoholic beverages must be purchased from the tour provider.

Is There a Bathroom Available on the Sailboat?

Yes, the classic 60-foot sailboat used for the tour has a bathroom on board. Passengers can access the facilities during the 6-hour sailing experience around Vineyard Haven Harbor and Nantucket Sound.

What Should I Wear to Stay Comfortable During the Tour?

To stay comfortable during the sailing tour, it’s best to dress in layers and wear comfortable, breathable fabrics. Bring a light jacket or sweater, as the weather on the water can be cooler than on land. Wear non-slip shoes for safety.

Can I Take Photos or Videos During the Tour?

Yes, guests are encouraged to take photos and videos during the tour. The classic sailboat provides a picturesque backdrop for capturing memorable moments out on the water. Just be mindful of other passengers and the sailing crew.

Is There a Cancellation Policy if I Need to Reschedule?

The tour provider offers a flexible cancellation policy. Guests can reschedule their tour up to 48 hours in advance without penalty. There may be fees for last-minute cancellations or no-shows, so it’s best to communicate with the provider as soon as possible.

Recap

Set out on a captivating 6-hour sailing tour of Vineyard Haven Harbor and Nantucket Sound aboard a classic ketch sailboat. Enjoy the region’s natural beauty, spot local wildlife, and learn about its rich maritime history. With a customizable itinerary and experienced crew, this private sailing adventure offers a unique opportunity to relax and connect with the picturesque New England setting.