Best results for Sailing

Sail off Waikiki for Friday fireworks with skyline views and drinks available to purchase

Customize your private sail for snorkeling, sunset, or sightseeing with up to 35 guests

Enjoy a private day or sunset catamaran sail off Waikiki with up to 37 guests.

Sail South Maui at golden hour with live music, open bar, and a sparkling wine toast

Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran

Sail Maalaea Bay to secluded reefs with guided snorkeling, light breakfast and deli lunch included

Savor a buffet dinner and open bar aboard a luxury catamaran at sunset

Sip cocktails as the sun sets on a 2-hour West Maui sail with open bar and appetizers

Sail Kaanapali and snorkel top West Maui reefs with breakfast, lunch, and open bar

Unwind on a 2-hour sail with cushioned seating, drinks, and chances to spot dolphins

Relax on a 40-foot sunset catamaran with tropical music, dolphin sightings, and a complimentary drink

Tailor a private sail past Shell Island with dolphin watching and a Gulf sunset

Sail to Shell Island for snorkeling, then cruise the Gulf for dolphin sightings with a captain and first mate.

Unwind on a scenic sunset sail with dolphin spotting and complimentary drinks

Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter

Treat yourself to a memorable afternoon sail

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

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