Sailing

Sail at sunset with live music, drinks, and St. Augustine fireworks views

Sail into sunset views, live music, and Saint Augustine’s holiday lights

Sail Newport’s coast from Fort Adams to Brenton Point

Private sailing with shaded lounging, hidden-cove swims and Newport coastal views

Private golden-hour sailing with room to relax, dine, and swim

Sail, sightsee, and try your hand at steering a catamaran

Sail Santa Rosa Island on a private charter with a licensed captain

Sail Choctawhatchee Bay at dawn for Mid Bay Bridge views

Sail at sunset on a catamaran with time to spot marine life and relax on the water

Sail with a licensed captain for a proposal or anniversary cruise

Captain-led schooner sailing with room to bring food and drinks

Sail Door County aboard a registered tall ship

A private sail aboard a classic Pearson Rhodes 41'

Sail aboard a modern Cal40 with day, sunset, and private options

Sail West Bay under wind power with regional fare and an open bar

Sail Grand Traverse Bay at sunset with a picnic and drinks included

Sail Grand Traverse Bay with included regional drinks

Charter the Wind Dancer schooner for your group of up to 18

Help raise the sails or take the helm aboard a traditional tall ship

Choose your level of participation on an evening Puget Sound sail

Build your racing skills in a coached Seattle sailing series

Sail into sunset aboard a traditionally rigged schooner

Learn sailing basics aboard a larger cruiser with expert guidance

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting