Best results for
Sailing in Shelter Island Heights, NY
Showing 1-12 of 12 results
3-Hour Private Sunset Sailing Cruise in San Diego
Sail the San Diego coast at sunset with complimentary drinks and snacks
4.9 • 877 reviews
Private 39' Sailboat Charter Near Mystic
Sail straight into Fishers Island Sound, with room to relax or take the wheel
Shelter Island Sailing Cruise on a Classic Wooden Yacht
Raise the sails or unwind aboard a historic yacht
Bring Your Own Picnic Sailing Cruise in Old Saybrook
Enjoy your own picnic on the water with a choice of cruising routes
Private Bachelorette Sailing Charter in San Diego
Book a 3-hour private bachelorette sail in San Diego, with daytime or sunset departures
4.9 • 877 reviews
Classic Wooden Yacht Sailing Charter on Shelter Island
Help raise the sails or settle in for a relaxed family outing
Private Sunset Sailing Charter in San Diego
Sail San Diego at sunset on a private 3-hour cruise
4.9 • 877 reviews
Private Half-Day Wooden Yacht Sail on Shelter Island
Sail at your own pace, with room to explore or simply unwind
Private Romantic Sail for Proposals in San Diego
Sail privately in San Diego Bay with drinks and snacks included
4.9 • 877 reviews
Shelter Island Sunset Sail on a Classic Wooden Yacht
Pair a romantic evening on the water with hands-on sailing
Sunset Sail on a 40' Sailboat in San Diego
3-hour sunset sail on a 40-foot boat with drinks and snacks included
4.9 • 877 reviews
Moonrise Sail on a Classic Wooden Yacht in Shelter Island
Lend a hand with the sails or simply relax as evening unfolds