Island Sailing Tours
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Set sail on the beautifully restored 1980 Nautical Development 56 Sailing yacht, refreshed in 2024, and based out of picturesque Martha's Vineyard. Accommodating up to six guests, this classic sailing vessel combines timeless charm with modern comforts. Powered by a 120 HP Ford Lehman diesel inboard engine, she cruises at a leisurely 8 knots, perfect for soaking in stunning coastal views.
Onboard, you'll enjoy an array of amenities designed for relaxation and fun, including a fully equipped kitchen, a bimini for shade, an audio system with inside and outside speakers, a grill, and a refrigerator. Optional add-ons such as drinks, snacks, and kayaks elevate your experience. Children are welcome, swimming is encouraged, and alcohol is allowed for adult guests.
Under the guidance of Captain John Edmister, a specialist in sailing and catamaran tours, sunset cruises, and finding hidden swimming spots, every trip promises unforgettable memories. The yacht is fully equipped with top-notch safety and navigation tools: autopilot, chart plotter, depth finder, sonar, GPS, radar, VHF radio, life jackets, anchor, and wheel steering.
Whether you’re seeking a serene cruise, a sunset adventure, or a refreshing swim in crystal waters, this sailing experience offers the perfect escape. Book now and create lifelong memories on the water!
Set sail on the beautifully restored 1980 Nautical Development 56 Sailing yacht, refreshed in 2024, and based out of picturesque Martha's Vineyard. Accommodating up to six guests, this classic sailing vessel combines timeless charm with modern comforts. Powered by a 120 HP Ford Lehman diesel inboard engine, she cruises at a leisurely 8 knots, perfect for soaking in stunning coastal views.
Onboard, you'll enjoy an array of amenities designed for relaxation and fun, including a fully equipped kitchen, a bimini for shade, an audio system with inside and outside speakers, a grill, and a refrigerator. Optional add-ons such as drinks, snacks, and kayaks elevate your experience. Children are welcome, swimming is encouraged, and alcohol is allowed for adult guests.
Under the guidance of Captain John Edmister, a specialist in sailing and catamaran tours, sunset cruises, and finding hidden swimming spots, every trip promises unforgettable memories. The yacht is fully equipped with top-notch safety and navigation tools: autopilot, chart plotter, depth finder, sonar, GPS, radar, VHF radio, life jackets, anchor, and wheel steering.
Whether you’re seeking a serene cruise, a sunset adventure, or a refreshing swim in crystal waters, this sailing experience offers the perfect escape. Book now and create lifelong memories on the water!

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Capt. John Edmister helms a beautifully restored Nautical Development 56 Sailing yacht in Martha's Vineyard, offering unforgettable sailing experiences. He specializes in scenic boat tours, magical sunset cruises, and a variety of personalized adventures on the water. With his expertise and passion for sailing, every trip promises relaxation, adventure, and breathtaking views.
Capt. John Edmister helms a beautifully restored Nautical Development 56 Sailing yacht in Martha's Vineyard, offering unforgettable sailing experiences. He specializes in scenic boat tours, magical sunset cruises, and a variety of personalized adventures on the water. With his expertise and passion for sailing, every trip promises relaxation, adventure, and breathtaking views.
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
Reserve with a 20% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 20% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
PayPal
Checks
Bank transfer
When paying the remaining balance with a credit card, an additional 5% charge will apply.
