Best results for Sailing

Enjoy a customizable 6–8 hour luxury sail on Sarasota Bay with captain and mate included

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

Sail a spacious 46' Bali catamaran for three hours with room for up to 12 guests

Sail the Southern California coast aboard a 42' catamaran with crew

Enjoy a private sail with captain and crew; all ages welcome

Sail at sunset, sleep at anchor, and return at sunrise for a unique harbor escape

Sail the Emerald Coast with optional hands-on instruction on a 45-foot yacht

Sail the NYC skyline on a private yacht with your own captain

Sail NYC Harbor on a private yacht for two, with Statue of Liberty views

Sail NYC on a private yacht with skyline views and Statue of Liberty close-ups

Savor harbor lights and stargazing on a serene 3-hour night sail

Sail the serene Lowcountry waterways aboard a 35' catamaran with champagne and space for up to six guests.

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

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

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

Enjoy a private sunset sail with light appetizers and soft drinks

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

Book a private sail for up to 6 with drinks, snacks, and blankets included

Customize a private Kona yacht day with snorkeling and seasonal wildlife

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

Glide along the Kona Coast on a 1.5-hour sailing catamaran with drinks and coastal views

Spend 7 hours sailing, swimming, and grilling on a private trip for up to 6

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