Best results for Sailing

Book two separate trips: an Alcatraz visit plus a Bay sail on Adventure Cat

Sail Lake Michigan with Chicago skyline views

Share a peaceful Lake Michigan sail with Chicago skyline views

Sail the 84-foot Schooner Pride at sunset in Charleston Harbor

Cruise Charleston Harbor on the 84-foot Schooner Pride and spot local wildlife

Sail at sunset on a catamaran with time to spot marine life and relax on the water

Sail with an instructor for an easy, first-time-friendly session on calm Soundside waters

Choose where to explore on a private, captain-led sail for up to 6 guests

Sail Casco Bay at sunset with live music and a BYOB vibe

Enjoy a private sail with a licensed captain and choose a relaxed or more thrilling ride

Sail the Straits on a catamaran with time to relax, swim, and try stand-up paddleboarding

2-hour private advanced windsurf lesson at Kanaha Beach Park

Cruise Lake Tahoe at sunset with live local music

Friday fireworks sail with front-row views from the water

Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip

Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15

Charter your own sailboat for up to 6 on the Saco River and Saco Bay

Sail the Saco River and Saco Bay in a small group

Learn to sail with a private instructor on a 42-foot boat

Sail for 6 hours with your private group of up to 6

Sail Saco Bay for 4 hours with your private group of up to 6

Extend your private sunset sail to 4 hours, with space for up to 6 guests

Sail Puget Sound on a private 3-hour charter for up to 6

Private 3-hour sunset sail with views of Seattle and the Olympic Mountains