Yachting & Sailing
Your Ocean House
On the Water
Set along the picturesque coastline of Watch Hill, yachting and sailing at Ocean House is an unforgettable way to experience the beauty and heritage of New England’s waters. Guests can embark on a collection of curated excursions aboard a fleet of distinguished vessels, from the legendary 1937 commuter yacht Aphrodite to the classic motor yacht, Charis, each offering elegant cruises through the surrounding area. For those drawn to the timeless romance of sailing, the graceful Trim Again provides an intimate and authentic experience under sail. Whether cruising past historic seaside villages, exploring nearby islands, or simply enjoying the ocean breeze at sunset, each voyage combines luxury, history, and the natural beauty of the Rhode Island coast.
Step Aboard a Legend
Aphrodite
Cruise on Aphrodite, a beautifully restored 74-foot commuter yacht launched in 1937 that once hosted notable guests including Shirley Temple, Fred Astaire, Nelson Rockefeller, and President Roosevelt. Now available for exclusive excursions for up to six guests, Aphrodite offers an unforgettable way to explore the scenic waters surrounding Watch Hill, with curated routes through the historic coastal villages of Stonington, Mystic, and Noank, across Long Island Sound to Montauk’s famed lighthouse and beaches, or past the stunning homes of Watch Hill and Fisher’s Island.
Coastal Cruising
Charis
Charis, a Wilbur 34 yacht, provides the ideal atmosphere for cruising the waters around Watch Hill, Fisher’s Island, Stonington and Mystic. Charis and her well-equipped cabin are also designed for comfortable ocean cruising to farther distances, including Montauk and other desirable day trip destinations.
An Ocean Retreat
Chanticleer
Gracefully docked in the storied harbor of Watch Hill, Chanticleer is a magnificent 108-foot yacht offering a rare opportunity to experience coastal New England from the water—while enjoying full access to the triple Five-Star amenities of Ocean House. Designed as a private floating residence, this extraordinary vessel blends the romance of yachting with the refined comfort and service of one of North America’s most celebrated resorts.
Set Sail
Trim Again
Trim Again is a beautifully restored wooden catboat inspired by the elegant vessels that carried summer visitors across these waters a century ago. With her wide, stable design and open, comfortable cockpit, she offers a smooth, relaxing sail along the calm bay, river, and sound.
