Sailing

Explore Penobscot Bay on a private sail shaped around you

Set your own course across Penobscot Bay, with the option to explore an island preserve

Relax on your own private ketch or lend a hand with the sailing

Customize a private sail with a USCG-licensed captain for up to 6 guests

Sail calm morning waters on the Intracoastal Waterway

Sip included drinks on a 2-hour sunset sail with a small 21+ group

Exchange vows aboard a private sailing yacht with refreshments and crew-captured photos

Sail a Catalina 34 and build practical skills in 2.5 hours

Get hands-on sailing practice in New York Harbor on a Catalina 34

Sail into Destin Harbor for a private sunset and fireworks view

Private 45-foot yacht sailing with a beach stop, waterfront lunch, and Gulf sunset

Sail to live acoustic music as evening settles over the water

Watch sunset colors unfold across Penobscot Bay aboard the Schooner Surprise

Help raise sail as sunset views unfold across Penobscot Bay

Coastal views and local insight past Curtis Island Lighthouse

Watch sunset and moonrise from Penobscot Bay with live acoustic music

Sail Amelia Island waters with a USCG-licensed captain

Captain-led Lake Michigan sailing with refreshments onboard

Private 3.5-hour catamaran sail with snorkeling, sunset, and summer fireworks

Sail Destin waters aboard a Stiletto 30 catamaran at sunset

Sail, snorkel, and explore Crab Island aboard a private catamaran

Sail, snorkel, and explore Crab Island aboard a private catamaran

Sail Newport Harbor and Narragansett Bay on a quick, family-friendly morning cruise

Pair Lake Superior sailing with dinghy exploration along the shore