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Private Events & Rentals
Make Waves, Make Memories – Your Next Outing Starts Here!
Make your next event or gathering unforgettable by hosting it on our Private Island or by Chartering our Vessel, the Capt. M.C. Schlegel. We’re proud to have hosted thousands of successful events, delivering seamless coordination and memorable moments every time. Our team is here to support every detail — including catering coordination should you need it. For all rental inquiries call
203-838-9444 or email
info@seaport.org
Private Island Rental with Pavilion Access
On Sheffield Island your group will enjoy exclusive access to our private island and pavilion, surrounded by coastal beauty and classic New England charm. Set against the stunning backdrop of the historic Sheffield Island Lighthouse, our 30-by-50-foot pavilion offers a spacious venue for your guests.
With soft evening lighting and ceiling fans that complement the refreshing sea breeze, the pavilion creates the perfect atmosphere for both daytime gatherings and evening celebrations.
Your four-hour private island rental includes round-trip transportation on our catamaran for up to 48 guests with approximately 2.5 hours on the island, ensuring a seamless experience from start to finish.
Sheffield Island VIP Business Experience
If you are looking to host a business appreciation day, corporate retreat, or team building experience that people actually remember, Sheffield Island delivers what boardrooms and hotel ballrooms simply can’t.
When you reserve Sheffield Island, it’s exclusively yours. No competing events. No outside distractions. Just your team, your agenda, and, 55 acres of waterfront possibility. Accessible only by boat, the journey itself sets the tone.
From leadership sessions and planning workshops to relaxed networking, and a sunset cocktail reception, the island transforms to fit your vision. The typical corporate experience spans four hours, including approximately 2.5 hours on the island.
Breathtaking Sunset & Harbor Cruises
Embark on a private 2-hour sunset or harbor cruise aboard the Capt. M.C. Schlegel—perfect for any occasion and easy on your budget. Designed to host up to 48 guests, our spacious vessel cruising Long Island Sound is a memorable setting for special milestones, birthdays, anniversaries, corporate events, bridal showers, networking, and reunions.
Relax in style with ample, comfortable seating—whether you want to bask in the sun or unwind in the shade. Enjoy a spotless onboard restroom, generous space for your drinks and snacks (BYOB), and an inviting atmosphere perfect for mingling, celebrating, and soaking in breathtaking views.
Our dedicated team is here to ensure your private charter is nothing short of extraordinary.