Sailing & Yacht Charters North America - Sailing Trips & Private Charters North America #21 - 30


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! #21 - 30

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Nova Scotia Sea School Sailing & Yacht Charters Nova Scotia

Nova Scotia Sea School

Contact For Rates & Specials!

Sailing & Yacht Charters Nova Scotia - The Sea School offers 5 and 7-day summer sailing expeditions aboard traditional wooden boats, for teenagers ages 14-18. Our boathouse is in Lunenburg, and we sail in the Mahone Bay/St. Margaret's Bay area. No sailing experience necessary!

Kootenay Lake Sailing Charters Canada Sailing & Yacht Charters British Columbia

Kootenay Lake Sailing Charters Canada

Starting At
$199
per Night

Sailing & Yacht Charters British Columbia - Day and Muli day sailing excursions on Kootenay Lake, Largest inland Lake in BC.Lakeview Marina near Nelson BC. Sleep aboard on the dock by night sail by day novices welcome.Fully skippered or modified bare boat. From $199/day US for 2 persons

Castaway Sailing, LLC Sailing & Yacht Charters Florida

Castaway Sailing, LLC

Contact For Rates & Specials!

Sailing & Yacht Charters Florida - Castaway Sailing is now operating under Reef Runner Sailing in Panama City.. For charters, sailing lessons, or schools contact Reef Runner Sailing and ask for the Castaway Special.

Alaska's Liveaboard Glacier Bay Yacht Adventures Sailing & Yacht Charters Alaska

Alaska's Liveaboard Glacier Bay Yacht Adventures

Starting At
$3,375
per Person

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, fish processing.

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!

Monterey Bay Sailing Sailing & Yacht Charters California

Monterey Bay Sailing

Starting At
$39
per Trip

Sailing & Yacht Charters California - Sail with confidence on the world famous Monterey Bay! Monterey Bay sailing offers captained cruises, lessons, and bareboat rentals year round. Choose a captained cruise for a more relaxing voyage in the world's second largest marine sanctuary. Cruis

Day Sailing & Custom Charters on the Schooner Olad Sailing & Yacht Charters Maine

Day Sailing & Custom Charters on the Schooner Olad

Starting At
$31
per Person

Sailing & Yacht Charters Maine - Join us for a day sail on the historic waters of Penobscot Bay. As the sails fill, be carried off into the relaxing realm of beauty that the coast of Maine has to offer. Take part in observing lighthouses and island nature preserves from our decks.

Maine Windjammer Sailing Adventures Sailing & Yacht Charters Maine

Maine Windjammer Sailing Adventures

Starting At
$180
per Night

Sailing & Yacht Charters Maine - The Maine Windjammer Association's eight historic ships offer exciting 3- to 6-day sailing vacations along the Maine coast from May to October. Includes great food, spectacular scenery, abundant wildlife and time to explore islands and villages.

Schooner Heron Eco WIldlife Tour Sailing & Yacht Charters Maine

Schooner Heron Eco WIldlife Tour

Starting At
$50
per Trip

Sailing & Yacht Charters Maine - Sail the Schooner Heron for a fun and informative look at the history of Rockport Harbor. Sail across Penobscot Bay to see the seals and seabirds on Robinsons Rock, birthplace of Andre the Seal. Enjoy the thrill of sailing a classic wooden schooner.

Custom Sailing Charters from Rockland, Maine Sailing & Yacht Charters Maine

Custom Sailing Charters from Rockland, Maine

Starting At
$30
per Person

Sailing & Yacht Charters Maine - Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. More info and contact on sailrockland dot com.



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