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Sailing Vacations & Yacht Charters North America

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Delphia Charters on Lake Ontario Sailing & Yacht Charters Ontario
From USD $
517
per Trip

Delphia Charters on Lake Ontario

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.

Monterey Bay Sailing Sailing & Yacht Charters California
From USD $
39
per Trip

Monterey Bay Sailing

Sailing & Yacht Charters California

What Is Your Sailing Dream? Memorable, tranquil one and two hour Bay Cruises, romantic Sunset Appetizer and Dinner Sails, ASA Sailing Classes and Bareboat Rentals. Monterey Bay is home to one of the most bio-dense ecosystems on the continent.

Luxury Yacht Charters from Granville Island Sailing & Yacht Charters British Columbia
From USD $
251
per Trip

Luxury Yacht Charters from Granville Island

Sailing & Yacht Charters British Columbia

We are a bare-boat charter company with 20+ power and sail boats in our fleet. Operating out of Granville Island in the heart of Vancouver, Blue Pacific offers a unique Yacht Lease program and customized ISPA cruise-and-learn programs.

Classic Harbor Line Sailing & Yacht Charters Florida
From USD $
55
per Trip

Classic Harbor Line

Sailing & Yacht Charters Florida

Classic Harbor Line proudly runs Schooner America 2.0, the premier sailing vessel in Key West, featuring two-hour sunset and day sails. Complimentary drinks and hors d'oeuvres provided.

Sailing off Cape Cod Sailing & Yacht Charters Massachusetts
From USD $
25
per Trip

Sailing off Cape Cod

Sailing & Yacht Charters Massachusetts

Two and three-hour sailing excursions, three times daily. Also available for private, personalized charters. Full cash bar, music, historical presentation, free parking. Sailing on beautiful Vineyard Sound.

Pacific Yellowfin Private Charters Sailing & Yacht Charters British Columbia
From USD $
62,845
per Week

Pacific Yellowfin Private Charters

Sailing & Yacht Charters British Columbia

Pacific Yellowfin Charters offers private, luxury adventures along the beautiful British Columbia coastline. Get up close with killer whales, dolphins, black bears and brown bears, all while enjoying the most comfortable accommodations available.

Alaska's Liveaboard Glacier Bay Cruises, 5-7 days Sailing & Yacht Charters Alaska
From USD $
3,375
per Trip

Alaska's Liveaboard Glacier Bay Cruises, 5-7 days

Sailing & Yacht Charters Alaska

Private, custom cruises for 2-6 people, all inclusive onboard; Glacier Bay Nat'l Park, wildlife, whales, fishing, glaciers, Elfin Cove, Gustavus, Excursion Inlet, incredible scenery, meals, snacks, Juneau arrival and departure.

Tropical Horizon- Private Captained Yacht Charters Sailing & Yacht Charters Florida
From USD $
400
per Trip

Tropical Horizon- Private Captained Yacht Charters

Sailing & Yacht Charters Florida

Offering Private Charters on 50 foot Motor Yacht, touring the Intracoastal Waterway, Gulf of Mexico & the barrier Islands of Southwest Florida for up to 6 guests! (Same all inclusive low price)

Joy Ride Charters Sailing & Yacht Charters Connecticut
From USD $
85
per Trip

Joy Ride Charters

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.

Sound Sailing- Crewed Sailboat Charters in Alaska Sailing & Yacht Charters Alaska
From USD $
300
per Night

Sound Sailing- Crewed Sailboat Charters in Alaska

Sailing & Yacht Charters Alaska

Hear the spouts of an orca pod or a family of humpback whales and their rumbling songs. Sail to the calving glaciers and remote towering fjords. Providing safe, comfortable, exciting adventures for over 25 years.

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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!


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