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Enjoy a private two-hour sunset cruise on Fishers Island Sound near Westerly, Rhode Island. Celebrate with sparkling wine and stunning views on this unforgettable sailing experience.
Enjoy a private two-hour sunset cruise on Fishers Island Sound near Westerly, Rhode Island. Celebrate with sparkling wine and stunning views on this unforgettable sailing experience.
Book with Sail Trim Again
Verified experiences and guided adventures in the surrounding area.
Operated by Sail Trim Again · Westerly, Rhode Island
Set sail on the "ENCORE" Spectacular Sunset Cruise for an unforgettable two-hour private charter on Fishers Island Sound. This exclusive experience by Sail Trim Again invites you to watch as the sky transforms into vibrant shades of orange, pink, and purple, casting a magical glow over the tranquil waters near Westerly, Rhode Island. Perfect for celebrating life’s special moments—whether engagements, anniversaries, or cherished family gatherings—you'll be greeted with a complimentary bottle of sparkling wine to toast against the breathtaking backdrop. The peaceful sail offers an intimate setting away from the crowds, making it ideal for couples or small groups who want to soak in nature’s beauty in comfort and style. Beyond the stunning sunset, the cruise offers a chance to glimpse local wildlife, including seabirds and occasional seals. With professional crew members at the helm, relaxation is guaranteed as you take in the fresh sea breeze and panoramic views. Whether you’re marking a milestone or simply escaping everyday routine, the "ENCORE" sunset cruise combines romance, serenity, and scenic beauty for memories that will last a lifetime.
easy.
2 hours.
Suitable for all fitness levels, no strenuous activity required – mostly sitting and light mobility onboard.
Yes, the cruise is family-friendly, but children should be supervised at all times onboard.
If weather conditions make sailing unsafe, the company will offer rescheduling options or a full refund.
Outside food and drinks are not permitted, but the cruise includes a complimentary bottle of sparkling wine.
The boat is not heated, so dressing in warm layers during fall and winter is recommended.
Private charters accommodate up to 6 guests, making it ideal for intimate celebrations.
Pets are not permitted onboard to ensure safety and comfort for all guests.
Fishers Island Sound has long been a vital waterway for both Native American tribes and early European settlers, with historic maritime routes dating back centuries.
Sail Trim Again practices low-impact sailing methods to protect the local marine ecosystem, promoting conservation of Fishers Island Sound's natural environment.
Sail Trim Again is a Westerly, Rhode Island-based charter operator offering private sailing and motor-yacht experiences around Watch Hill and Fishers Island Sound. Operating classic vessels such as the wooden yacht TRIM AGAIN and the historic motor yacht ENCORE, the business provides a range of options including short morning or afternoon sails, romantic sunset cruises, and multi-hour sightseeing tours. Trips are designed for a variety of guests: beginners seeking a peaceful sail, couples celebrating special occasions, families looking for wildlife and coastal views, and history enthusiasts interested in local landmarks. TRIM AGAIN hosts serene morning, afternoon, or sea-breeze sails that emphasize the classic wooden-yacht experience. ENCORE offers sightseeing, historical and wildlife tours, including a two-hour tri-state tour and a three-hour tour with a lunch stop at a seaside clam and lobster shack. All offerings are private charters tailored to the group's preferences and occasion. Sail Trim Again highlights the scenic coastline, lighthouses, and wildlife of the Watch Hill, Stonington, and Fishers Island area while providing thoughtful, hospitality-focused outings. The business is anchored in local knowledge of Fishers Island Sound and Watch Hill waters, delivering safe, memorable marine experiences from Westerly, Rhode Island. For those seeking classic yachts, coastal history, and private on-water celebrations, Sail Trim Again presents curated sail and charter options combining regional scenery with traditional maritime character.
Book with Sail Trim Again