Top Rhode Island Sailing Tours

Sail on a classic sailboat in Newport, RI, and enjoy a sightseeing sailing experience around Narragansett Bay. Pass by many iconic sights during the sail, including Newport's historic lighthouses and landmarks, bridges, mansions and more! We'll even see Newport Bridge, New England's largest suspension bridge from the water. Relax on deck of Schooner Madeleine, a beautiful classic sailboat, as the crew raises sail. Drinks are available for purchase onboard and guests are welcome to bring a snack. This sightseeing sailing experience is great for locals and those visiting Newport in the spring, summer and fall.

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including historic lighthouses and landmarks, other classic boats and sailboats, bridges, mansions and more!

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narragansett Bay. Sail by the Newport Bridge, which is the largest suspension bridge in New England, see historic lighthouses, Fort Adams, Newport's mansions, Hammersmith Farm and more from the water. Watch the crew raise sail and relax on deck with a mimosa. Once the sails are up, guests will enjoy sailing around the bay powered by the wind. This is a classic Newport experience that's great for friends and family, locals and visitors that want to see all that Newport has to offer from the water!

Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including historic lighthouses and landmarks, other classic vessels, bridges, mansions, and more! We'll sail from historic downtown Newport and arrive back at the same meeting point.

Take in Rhode Island’s scenic shoreline on a scenic sightseeing cruise through Newport Harbor and Narragansett Bay. Aboard an open-air, fully restored lobster boat, enjoy a narrated tour as you pass Newport and Jamestown harbor fronts, and see landmarks like Fort Adams, Newport Bridge, and the famous Clingstone house. Your afternoon trip includes a Rhode Island-styled refreshment, as well as a cash bar.

Scenic Narragansett Bay isn’t just great for sailing—it’s the ideal vantage point for taking in the region’s best sights, beloved landmarks, and fascinating history. On this tour, you’ll hop aboard a 57-foot cruiser, nabbing panoramic views from your comfy seat. Your guide will detail 300+ years of history, from the Jamestown village to Fort Hamilton, Fort Wetherill State Park, Newport’s opulent harbor estates, the region’s vintage lighthouses, and more.

Discover Rhode Island’s beautiful coastline on this 60-minute evening cruise through Newport Harbor and Narragansett Bay. Climb aboard the 50-foot restored lobster boat and listen to the guides share stories and history about the area. Enjoy a complimentary Champagne toast, and afterward, take advantage of the onboard bar.

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersmith Farm, Castle Hill, Rose Island Lighthouse, and under the Newport Bridge. You'll sail aboard our illustrious 12 Meter class America's Cup yacht. Two-time America’s Cup winner in '67 and '70 Intrepid, the 1962 America’s Cup winner Weatherly, 1964 contender American Eagle, 1970 contender Heritage, and the vintage beauties 1937 Gleam and Onawa of 1928. Unmatched by programs anywhere else in the world, America’s Cup Charters provides you with America’s Cup style racing, team building, and recreational sailing at its very best.