Best results for Sailing

Sail a tall ship on the York River with historic sights and chances to spot wildlife

Unwind on a 1.5-hour coastal sunset sail with a full bar and light bites

Enjoy a Caribbean sunset cruise with open bar and hors d'oeuvres

Sail the Kona Coast at sunset with light bites and drinks included

Cruise Charleston Harbor at sunset on a classic tall ship, with a crew ready to point out landmarks as you relax.

Cruise Charleston Harbor on an 84-foot tall ship and help hoist the sails as you watch for dolphins

Treat yourself to a memorable afternoon sail

Enjoy a 2-hour sunset sail with catered dinner and a complimentary premium bar

Relax on the hand-built Seawolf catamaran during a 1.5-hour sunset sail while enjoying your own drinks and snacks

Sail the Maine coast at golden hour with small groups and room to spread out

Spend eight relaxing hours sailing Lake Erie with a private captain and flexible island-hopping itinerary.

Experience a five-hour Lake Erie sailing adventure with up to six guests

Enjoy a 2-hour wind-powered cruise with skyline and mountain views aboard Seattle’s largest public sailing vessel

Experience a relaxing afternoon sail with regional food and open bar

Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights

Sail Choctawhatchee Bay with a captain, spot wildlife, and try steering the catamaran

Sail from West Bay Beach for lively afternoon winds and scenic peninsula views

Enjoy a 2-hour captain-led sail with two included drinks

Learn by doing on a weekend coastal sail to Block Island or Cuttyhunk with an experienced instructor

Hands-on sailing with an instructor on Narragansett Bay

Sail calm waters to spot dolphins and enjoy a Gulf sunset with dancing and games

Sail Saco Bay and explore historic Wood Island Lighthouse with a private guide.

Learn essential sailing skills in a personalized 1.5-hour session for kids aged 5–12

Sip cocktails as the sun dips below the horizon on a relaxed evening sail.