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Adventure Tours · Sailing

Sailing

Crewed sailing charters, catamaran day trips, and sunset sails.

A crewed sailing charter hands the working of the boat to a licensed captain, so guests get the water without the seamanship. New England is the historic center of the American day-charter fleet, with Newport, Boston, Camden, and the Cape and Islands running everything from restored schooners to modern catamarans. San Diego, the Florida Keys, the San Juan Islands, and the Chesapeake support substantial fleets of their own. The common formats are the two-hour sunset sail, the half-day coastal trip, and the multi-day term charter with cabins aboard. Wind decides the day, and an honest operator will tell you when conditions mean motoring rather than sailing instead of leaving it as a surprise. Captains carrying passengers for hire hold a Coast Guard license, and vessel inspection requirements step up with passenger count, so the size of the boat is a reasonable proxy for the regulatory regime it operates under.

Directory

Sailing operators

15 operators listed

Resources

More to explore in Sailing

Hand-picked clips from the community, sorted by what you do.

Videos worth watching

Hand-picked clips, sorted by what you do.

  • Sailing for Total Beginners (The Simple Guide)

    Adventures In Paradise

  • How To Charter a Yacht [The Basics]

    Myst Yacht Charters

  • What to Expect on a Napali Coast Boat Tour | Kauai Done Right

    The Hawaii Vacation Guide

  • Why the BVI Is the Best Yacht Charter Destination | Real Onboard Experience

    myBVIcharter

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