Sailing

Private sailing, snorkeling, and watersports in the US Virgin Islands

Take the helm or relax on a private afternoon sail

Celebrate the bride or groom aboard a historic private sailboat

Sail San Diego Bay at sunset on a private 2.5-hour charter

Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine

Private sunset sail in Charleston Harbor for up to 6

Sail Fort Myers Beach waters with opportunities to spot local marine life

Help haul lobster traps aboard one of Maine's last sailing lobster boats

Private 2-hour sunset sail with New York Harbor landmarks

Private catamaran sailing with premium drinks for your group

Private sailing with flexible routes through the Indian River Lagoon

Reserve the boat for an intimate Maine coast sail with your own group

Sail Charleston Harbor on a private 2.5-hour charter for up to 6 guests

Shape your afternoon around ocean sailing or time in the water

Private Chesapeake Bay sailing aboard a 1935 ketch

Take the helm on a private sail past San Diego’s waterfront landmarks

Sail St. Augustine’s waterways with wine tasting or mimosas

Sail across Masonboro Inlet on a 2-hour afternoon cruise

Sail to secluded Upper Captiva beaches for shelling, swimming, and relaxation

Watch a 40+ boat fleet race into the sunset from the water

Sail New York Harbor on a private 2-hour daytime charter

Pair time under sail with a swim stop and paddleboard play

Private sunset sail with room to relax

Sail Saco Bay with island, river, and coastal route options