Best results for Sailing

Private sail on West Grand Traverse Bay with a licensed captain and mate

Sail Oahu's North Shore and discover vibrant reefs on a relaxed, crowd-free snorkel adventure.

Choose a morning or afternoon private sail for up to 5

Sail a luxury yacht at sunset and see St. Augustine's historic bayfront

Experience a private 3-hour sail on a classic sloop in calm San Juan waters with optional hands-on instruction

Customize your sailing skills on calm river waters with an experienced instructor

Relax on a private sail across Grand Traverse West Bay, ideal for families and friends

Enjoy scenic Roanoke and Albemarle Sounds on a comfortable 40' catamaran

Sail Waikiki on a luxury yacht equipped with water sports gear for a relaxing day afloat

Sail Puget Sound at sunset with skyline views aboard Seattle’s largest public sailing vessel

Enjoy sailing and dolphin sightseeing in paradise

Spend half a day sailing Cape Cod Bay with a private crew and optional swim stop.

Explore Kailua's reefs on a 3-hour traditional Hawaiian sailing canoe and hear local stories from expert watermen

Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center

Experience an unforgettable whale watching journey aboard the Ocean Spirit, Maui’s premier eco-friendly sailing catamaran.

Build confidence on the water with a dedicated instructor and custom coaching for up to three sailors

Glide across Grapevine Lake on a guided 1-hour Hobie Cat sail with captain included.

Sail Oyster Bay Harbor at golden hour and share unforgettable sunset views with up to 24 fellow passengers.

Sail a handcrafted catamaran under the stars with your own drinks and snacks.

Sail to Cape Lookout for beach time, catered lunch, and lighthouse views on a stable catamaran

See St. Augustine's holiday lights aboard a 75-minute yacht cruise with dessert and a festive drink included

Sail Muskegon Lake with Polynesian dancers and sunset views

See the Statue of Liberty and skyline under sail from Chelsea Piers, with one complimentary drink

Sail past NYC icons at sunset aboard an 80-foot schooner with a complimentary drink