Your Own Private Day Sail Charter With Captain
On Eastern CT’s Exquisite Fishers Island Sound.


Charter as a couple or with your group of up to 6. Sail the calm waters within Fishers Island Sound departing from Mystic.


Catch the sunset in one of the best sailing locations on the East Coast among scenic lighthouses, islands, beaches and shoreline homes.


See the Mystic CT Coastline lit up from the water with our Moonlight Cruise sailing along the Fishers Island Sound.


Host your private work celebration, business meeting or team building day on the water or race both boats against each other.


Set sail on a new journey proposing to your loved one or enjoy your bachelor/bachelorette party sailing.  Charter boats up to 12 passengers is an option.


Sail away for the night or multiple days with trips to Block Island, Newport and More. COMING SOON!


Celebrate a special day with family or friends sailing the calm waters within Fishers Island Sound.


Take the wheel and learn from the Captain the adventure of sailing and navigation.


Poet’s Lounge Sailing Charter is Southeastern CT’s only all-ages concierge charter cruise. Choose from a wide variety of private cruises, including sunset cruises, celebration cruises corporate events and even proposal cruises see some of the spectacular Connecticut coastline lighthouses and views.

Charter a private sailboat with a captain, or embark on an overnight adventure. Since 2011, Captain Darin Keech has been sharing the love of sailing with guests. Darin will play some tunes if asked. Book your appointment now. The boats are ready to go! Experience the magic of the sea with Poet’s Lounge Sailing Charters. Discover breathtaking boat tours in CT, a captivating Mystic yacht adventure, unforgettable sunset cruises in London, and exhilarating east coast sailing vacations. Embark on incredible boat rides in Mystic CT and indulge in a mesmerizing Mystic CT boat cruise. Unleash your wanderlust and let the ocean be your playground. Book your sailing escapade today!

Experience the breathtaking beauty of Mystic CT with our private sunset cruises, boat cruises, and sailing charters. Whether you’re looking for a romantic evening or a fun day out with family and friends, our private cruises offer a unique and unforgettable experience on the water. From luxury yacht charters to classic sailboat cruises, we offer a range of vessels to suit your preferences. Our experienced crew will ensure your safety and comfort as you explore the stunning coastlines of Mystic. Book your private charter boat today and discover the magic of Connecticut’s scenic waterways.

Charter Both Boats

Set sail on the Fishers Island Sound in both the Ericsson 39 and Jeanneau 47 with a group up to 12 people.

Dock & Dine

While sailing, take a break and dock and dine at some of Connecticut’s best establishments.


Sip your favorite beverage while taking in the views of the coastline. Food & beverage are BYOB.


Have questions about what to expect on your cruise? We’ve got the answers!


Sailing the sound is an exceptional way to see historic sites from the Pequot War, Revolution, War of 1812, Ship building, Seaports and more.


From casting off and crew, to Captain and cocktails, we’re ready! Charter our sailboat and sail along the the sound with breathtaking views, history, sunsets and more. We will take care of it all, from playing music (when requested), to finding great spots to swim, the best views and docking the boat. Your only job is to relax and enjoy.

Sunset Boat and Celebration Cruises in Mystic Connecticut, Boat Rentals in Mystic CT

Are you longing for a memorable experience on the waters of Mystic, CT? Look no further than our enchanting sunset cruises. Whether you’re seeking a romantic getaway or a relaxing time with friends and family, our sunset cruises offer the perfect blend of scenic beauty and serenity. Embark on a sailboat ride in Mystic, CT, and immerse yourself in the tranquility of Mystic Harbor. Admire the charming waterfront, historic buildings, and iconic drawbridge as you set sail. Our experienced crew will guide you through the harbor, sharing fascinating insights about the area’s rich maritime history.

As the sun begins its descent, prepare to be captivated by the stunning vistas of the Mystic Harbor bathed in golden hues. Feel the gentle breeze as you glide through the calm waters, witnessing nature’s captivating canvas unfold before your eyes. These unforgettable sunsets provide the perfect backdrop for a romantic evening or a serene escape from bustling city life. Indulge in a sunset dinner cruise in Mystic, CT, and savor delectable cuisine while surrounded by the breathtaking beauty of the harbor. Our carefully curated menu features a variety of culinary delights, prepared by talented chefs using fresh, local ingredients. Relish each bite as you enjoy the gentle sway of the boat and the soothing ambiance of the setting sun.


Locations in Mystic CT.