Explore the coastlines of Rhode Island, Connecticut, and New York aboard the historic yacht ENCORE. Discover lighthouses, wildlife, and local history on this exclusive two-hour boat tour.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; requires no strenuous activity as the tour is seated aboard the yacht.
Wildlife
History
ENCORE was originally a swordfishing boat that transported celebrities, linking maritime heritage with local coastal culture.
Conservation
The region emphasizes sustainable boating practices to protect delicate coastal ecosystems and marine wildlife habitats.
Sail Trim Again
Explore the coastlines of Rhode Island, Connecticut, and New York aboard the historic yacht ENCORE. Discover lighthouses, wildlife, and local history on this exclusive two-hour boat tour.
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.
Location
Westerly, RI
Departures around Watch Hill
Classic Yachts
TRIM AGAIN & ENCORE
Wooden yacht and historic motor yacht
Trip Lengths
Morning–3 hrs
Options from short sails to 3-hour tours
Private Charters
Available
Ideal for celebrations and romance
Reserve a morning sail, sunset cruise, or multi-hour historical tour aboard TRIM AGAIN or ENCORE — private bookings available for celebrations and sightseeing.
Bring a Light Jacket
Even in summer, coastal winds can be cool, so layering is recommended for comfort.
Wear Non-Slip Footwear
Deck surfaces may be wet or slippery, so sturdy shoes will keep you safe aboard.
Use Sun Protection
Sunscreen and a hat protect you from sun exposure while on open water.
Bring Binoculars
A pair of binoculars enhances wildlife spotting and viewing distant landmarks.
Light Jacket
Layering helps adjust to changing temperatures and coastal breezes.
spring
Sunscreen
Protects skin during prolonged exposure to the sun on open water.
summer
Binoculars
Enhances wildlife spotting and views of distant landmarks.
Non-Slip Shoes
Provides safety and stability on the yacht’s deck.