sailing nantucket catamaran

Nantucket Sailing & Harbor Cruises

Set sail for an extraordinary experience.

Our sailing and cruise experiences are guaranteed to be the highlight of your Nantucket visit. Enjoy our idyllic coastline from the comfort of a historic sailing yacht or motor vessel while celebrating the perfect island experience with family and friends. Sit back, relax, feel the ocean breeze and raise a toast to lasting memories.

Nantucket Day & Sunset Harbor Cruises

When the sun sets over the horizon, there’s no better way to enjoy it than on the water. Book a private harbor cruise on board Fetch and enjoy a relaxing trip around Nantucket Harbor with family and friends.

Nantucket Special Event Charters

What better way to celebrate tying the knot than by sailing into the sunset on the picture-perfect waters of the Nantucket Sound? This 90 minute sailing experience takes you around the harbor for breathtaking views that are sure to elevate your special day.

Nantucket Day & Sunset Sailing Charters

Get an authentic Nantucket sailing experience aboard the Lady Patty—an authentic 1935 ketch from the golden age of yachting. Sit back, relax, and feel the ocean breeze on a sailing charter perfect for a fun day or serene sunset.

Sailing Charters

Top 6 sailing charters on nantucket.

September 21, 2023

Nantucket, an island jewel off the coast of Massachusetts, is renowned for its picturesque landscapes, rich maritime history, and vibrant coastal culture. What better way to immerse yourself in the island’s coastal charm than by embarking on one of the sailing charters on Nantucket?

Welcome to “Sailing Charters on Nantucket,” your comprehensive guide to discovering the beauty, tranquility, and exhilaration of Nantucket’s waters. Prepare to set sail on a maritime journey that will capture your heart and leave you with lasting memories of this captivating coastal paradise.

“The sea speaks a language polite people never repeat. It is a colossal scavenger slang and has no respect.” ―Carl Sandburg

Why  consider sailing charters on nantucket.

There are numerous reasons why you should consider one of the sailing charters on Nantucket. A few of them are:

Scenic Beauty

Nantucket is renowned for its picturesque coastal landscapes. Sailing provides an unparalleled opportunity to take in the island’s stunning vistas, including pristine beaches, rolling dunes, and charming coastal villages. You’ll have the chance to see Nantucket from a unique perspective, away from the crowded streets.

Local Knowledge

Experienced captains and crews on Nantucket sailing charters are well-acquainted with the island’s waters. They can take you to hidden coves, secluded beaches, and prime spots for wildlife viewing or fishing, enriching your Nantucket experience.

Unhurried Relaxation

Sailing is all about slowing down and savoring the journey. If you embark on one of the sailing charters on Nantucket, you can relax on deck, soak up the sun, or even take a refreshing dip in the ocean. It’s an opportunity to disconnect from the fast pace of daily life and unwind.

Customized Experiences

Sailing charters in Nantucket can be tailored to your preferences. Whether you want to go fishing, enjoy a romantic sunset cruise, or embark on a family adventure, you can work with the charter company to create a personalized itinerary.

Our Top Picks for Sailing Charters on Nantucket

Endeavor sailing excursions | slip #1015, straight wharf | nantucket.

Guests can actively participate in setting sail or simply relax while taking in the breathtaking views. Captain Jim can regale passengers with Nantucket’s rich maritime history and waterfront sights. The vessel offers the opportunity to bring refreshments on board, ensuring a comfortable and enjoyable journey.

“A sailing vessel is alive in a way that no ship with mechanical power ever be.” —Aubrey de Selincourt

Ack sail | 34 washington street | nantucket, massachusetts.

As a testament to their commitment to creating unforgettable experiences, ACK Sail specializes in bringing friends and families together for various occasions, from engagements and weddings to family reunions and quality time spent with friends. They take pride in ensuring that every moment spent on their sailing vessels becomes a cherished memory that guests will reminisce about for years to come.

Guests can choose from a range of sailing experiences, including day and sunset harbor cruises on the historic sailing yacht Fetch, where they can soak in the stunning Nantucket coastline as the sun dips below the horizon. For those looking to celebrate extraordinary events, ACK Sail offers unique Nantucket Special Event Charters, providing couples with a dreamy sailing experience around the harbor on their big day.

“We can battle the sea, or we can embrace it. Sometimes she will be sweet and sometimes mean as a snake. We must embrace the experience and trust we will get through it.” —Michelle Segrest

Nantucket by water | straight wharf, slip #1011 | nantucket.

Nantucket By Water takes pride in catering to a wide range of preferences. Whether you’re seeking a short, leisurely tour around the scenic Nantucket Harbor or yearning for a more extended adventure that includes exploring the wildlife sanctuary of Coatue or visiting the distinctive 5th Bend Oyster Farm, they have the perfect cruise for you.

“You can. You should. And if you are brave enough to start, you will.”

Nantucket mermaids yacht charters | nantucket harbor | nantucket, massachusetts.

Nantucket Mermaids Yacht Fleet provides a perfect escape from the summer rush on the Islands. Their expert team customizes your water adventure, from sunset cruises to island hopping. With a variety of packages to suit your needs, they ensure an unforgettable journey on the water.

Whether you’re looking for a romantic evening or an exciting day out at sea, Nantucket Mermaids Yacht Charters has something for everyone. So, book your charter today and embark on a journey you’ll cherish forever, discovering the enchantment of Nantucket’s coastal beauty from the deck of their magnificent vessels.

Lisa Lynn Charters | 34 Washington St | Nantucket

For those looking to dip their toes into angling, Lisa Lynn Charters offers a 2 ½-hour beginner-friendly fishing trip. This excursion is perfect for all ages, including kids, and stays relatively close to the shore for convenience. It provides ample time for reeling in the feisty and action-packed Bluefish, making it a fantastic choice for novice anglers.

For a more comprehensive fishing experience, their 5-hour trips are ideal. These excursions target larger species like Striped Bass, Black Sea Bass, and Fluke. Departing twice daily, these trips explore the famous Nantucket shoals and are perfect for those seeking both adventure and delicious table fare.

“If you nurse every wound you get on a sailboat, you will spend all your time nursing wounds. It’s best to just blurt a four-letter word and keep going.” —Michelle Segrest

The enchanting waters surrounding Nantucket, with their beautiful coastal waters and maritime heritage, is an excellent place for charter sailing. When booking one of the sailing charters on Nantucket, consider your group size, the type of experience you’re looking for, and your preferred departure location.

It’s a good idea to make reservations in advance, especially during the summer months when Nantucket is a popular destination for sailing enthusiasts. Additionally, be sure to check with the charter company regarding their availability, rates, and any specific requirements or preferences you may have for your sailing adventure.

Check out other ideas for a Day Trip to Nantucket.

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