Best results for Sailing

Savor coastal views and learn to handle the sails on an exclusive 2-hour voyage for up to six.

Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

Set sail off Waikīkī to snorkel with turtles, then enjoy a fresh lunch and drinks included

Savor mimosas and a boxed brunch while sailing St. Augustine with a captain and crew

Savor mimosas or seasonal wines while sailing St. Augustine’s scenic waterways with a captain

Sail past historic St. Augustine landmarks with a friendly crew

Sail at sunset past St Augustine landmarks with a small group and professional crew

Sail a private 2-hour charter past St. Augustine's historic waterfront with USCG-licensed captains

Customize your Waikiki sail with a private crew for snorkeling, sightseeing, and flexible departures

Sail Bodega Bay for three hours and watch for sea lions, whales, and birds

Enjoy a private sunset sail with light appetizers and soft drinks

Sail Pensacola Beach with up to 6 guests and enjoy complimentary beverages

Sail scenic waters near Pensacola with an optional swim and a chance to spot dolphins

Sail Pensacola Bay with a licensed captain, with time to swim or snorkel and spot wildlife.

Enjoy a private five-hour cruise with snorkeling or scuba and personalized service

Design a private sail for up to six guests with appetizers, drinks, and flexible 2–12 hour options

Learn essential sailing skills in a personalized session guided by a USCG-certified captain.

Set your own Ko Olina itinerary with snorkeling, sailing, and hosted bar, guided by a certified crew

Savor a curated tasting menu and drinks while sailing past Diamond Head at sunset.

Spot humpbacks with certified Marine Naturalists aboard an eco-friendly sailing catamaran

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

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Sail past Key West landmarks on a 105-ft schooner while enjoying complimentary soft drinks and expert crew narration.

Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes