Sailing & Yacht Charters North America - Sailing Trips & Private Charters North America


Come sail away on our sailing trips in North America. Enjoy sailing on your vacation and spend the day out on the water. Our sailing tours in North America are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our sailing in North America and plan your vacation today!

Sailing & Yacht Charters North America. Start Planning Your Vacation Today!

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Charter Service, Sailing School & Romantic Getaway Sailing & Yacht Charters Florida

Charter Service, Sailing School & Romantic Getaway

Starting At
$60
per Person

Sailing & Yacht Charters Florida - Sailing Florida Charter's & Sailing School located on Tampa Bay, downtown St. Petersburg, Florida. ASA sailing classes, Coast Guard licensed captains, bareboat charters, romantic getaway packages, resort location, near shops, museums, and fine dining

Caribbean Sailing Charter Sailing & Yacht Charters Mexico

Caribbean Sailing Charter

Starting At
$2,125
per Week

Sailing & Yacht Charters Mexico - Private Sailing Charter in the Mexican Caribbean and Belize, 52 feet Classic Sailboat. . Scuba Diving & Quality Food.

Alaska Sea Adventures YachtAlaska Sailing & Yacht Charters Alaska

Alaska Sea Adventures YachtAlaska

Contact For Rates & Specials!
hot travel deals

Sailing & Yacht Charters Alaska - Private yacht charter. Custom guided expeditions. Alaskan owned and operated.

Alaska Yacht ChartersSailing & Yacht Charters Alaska

Alaska Yacht Charters

Starting At
$26,000
per Group

Sailing & Yacht Charters Alaska - Alaska Yacht Charters has two 90 foot motor yachts and has been offering yacht charters in Alaska for 20 years. We are quite simply the best crewed yacht charter in Alaska.

Delphia Charters on Lake Ontario Sailing & Yacht Charters Ontario

Delphia Charters on Lake Ontario

Starting At
650
per Event

Sailing & Yacht Charters Ontario - Customize sailing yacht charters on Lake Ontario and around the world, romantic getaway, day trips to the famous Niagara Wine region and Toronto Island, or bareboat or crewed charters for your special event or vacation.

Alaska Yacht Charters aboard Discovery Sailing & Yacht Charters Alaska

Alaska Yacht Charters aboard Discovery

Contact For Rates & Specials!

Sailing & Yacht Charters Alaska - Alaska wildlife cruises; On our Alaska Cruises you'll catch salmon, halibut and crab, spend time with the Humpback Whale, visit sea lion rookeries, watch brown bears, glaciers calve and eagles soar and return with more respect for the world we share.

S.E. Alaska up and close on the 'Northern Dream' Sailing & Yacht Charters Alaska

S.E. Alaska up and close on the 'Northern Dream'

Starting At
$3,000
per Couple

Sailing & Yacht Charters Alaska - Enjoy S.E. Alaska up and close aboard your own exclusive yacht! Aboard the "Northern Dream" a 65' Sea Ranger, you can plan your tip to your wishes. Fishing, kayaking, exploring, sight seeing and more. It's your trip, your adventure. Contact us today!

Joy Ride Charters Sailing & Yacht Charters Connecticut

Joy Ride Charters

Contact For Rates & Specials!

Sailing & Yacht Charters Connecticut - Offering sailing charters on the Sound in Connecticut. Hourly, sunset, pop the question cruises, lessons. Make some memories! Great for a special event or celebration or just to watch a unique sunset.

Sail Channel Islands Sailing & Yacht Charters California

Sail Channel Islands

Starting At
$150
per Hour

Sailing & Yacht Charters California - Sail with us for a few hours or up to several days. Visit the Channel Islands of California on your private yacht. Learn to sail or just kick back.

Hornblower Cruises & Events Sailing & Yacht Charters California

Hornblower Cruises & Events

Starting At
$35
per Person

Sailing & Yacht Charters California - As one of the country’s most recognized dinner cruise and yacht charter companies, we host daily dinner cruises and unforgettable, customized charters designed just to fit any budget.



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