TOP 30 Sailing trips in Nantucket, Massachusetts

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The Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Endeavor Sailing Excursions is a premier sailing company located in Nantucket, Massachusetts. We offer a variety of sailing excursions for all levels of experience, from beginners to seasoned sailors. Our experienced captains will guide you through the beautiful waters surrounding Nantucket, providing a safe and enjoyable experience for all. Whether you're looking for a relaxing sunset cruise or an adventurous day on the water, Endeavor Sailing Excursions has something for everyone. Come join us for an unforgettable sailing experience in one of the most picturesque locations in the United States.

Jetties Sailing Center is a premier sailing institution located at Bathing Beach Road in Nantucket, Massachusetts. Offering a wide range of sailing programs and lessons for all ages and skill levels, the center is the perfect place to learn and improve your sailing skills. With experienced instructors, top-notch equipment, and a beautiful location on the shores of Nantucket, Jetties Sailing Center is the ultimate destination for anyone looking to enjoy the thrill of sailing on the open water. Come join us and experience the joy of sailing in one of the most picturesque locations in the United States.

Located at 9 Cliff Road in Nantucket, Massachusetts, the Cliff Lodge Bed & Breakfast offers a leisurely ambiance and delightful charm to its guests. Originally built in 1771 as a whaling master's home, this historic inn is just a short walk from the ferry and the town, making it a perfect place to experience the beauty and enchantment of Nantucket. Returning visitors often consider Cliff Lodge as their home-away-from-home, appreciating the easy elegance of island life and the exceptional hospitality provided by the hostess and staff. The rooms offer a nice view and the breakfasts, which vary daily, are a highlight for guests. Despite COVID-19 limitations, the inn has managed to maintain its inviting common areas and outdoor spaces.

The Steamship Authority Ticket Office in Falmouth, Massachusetts is the place to purchase tickets for ferry services to Martha's Vineyard and Nantucket. Conveniently located at 51A01 045 000, this office provides a range of ticketing options and information for travelers looking to explore the beautiful islands off the coast of Cape Cod. With friendly and knowledgeable staff on hand to assist with booking and scheduling, the Steamship Authority Ticket Office is the gateway to a memorable island getaway.

Vineyard Ferries is a transportation institution located at 1 Cowdry Road in Falmouth, Massachusetts, United States. If you're planning to travel to Martha's Vineyard, Vineyard Ferries offers schedules from all ferry lines servicing the island. For the best bike rental experience on the island, they recommend their preferred partner, All Star Bike Rentals, conveniently located near the ferries. The schedules for departures from Woods Hole to Martha's Vineyard and vice versa are provided, along with fares from the Steamship Authority. Additional ferry options from New Bedford and Hyannis to Martha's Vineyard are also available. Seastreak and Hy-Line Cruises offer alternative ferry services with different rates. Vineyard Fast Ferry provides fast and convenient travel options with various rates based on age and peak days. For those looking to explore Martha's Vineyard, car rentals and bike rentals are available on the island. Flights to Martha's Vineyard can also be arranged from local airports. Vineyard Ferries is a valuable resource for travelers planning trips to Martha's Vineyard and Nantucket, along with other ferry schedule resources. Please note that Vineyard Ferries is not affiliated with specific ferry companies mentioned. Happy sailing!