Our sailing destination videos take you to locations around the globe. If you have a sailing destination in mind, we probably have a video that will take you there.

Cruising European Waters Croatia

Sail the islands of the Atlantic from Cape Town to Bermuda. Visit seas less sailed along the southwest coast of Newfoundland. Island hope in the Caribbean. Day sail through the Bahamas then jump off to Cuba. Experience arctic sailing around Iceland and Norway. Navigate the mysterious Northwest Passage from Baffin Bay through the Canadian archipelago to Alaska’s Aleutian Islands. Check out our films for many more sailing destination videos. Our productions are created by professional filmmakers and talented amateurs who want to share their voyages with you. We are constantly adding new videos to our library. If you come across a sailing video that you believe others might enjoy, let us know through our contact form.

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    A video series by Spencer and Kathleen Bailey Running time: 8.5 hours. Join Spencer and Kathleen over a multi-year project as they locate the right cruising sailboat, make her ready for long range cruising. Then cast off with them as they cruise the U.S. eastern seaboard and venture offshore to the Bahamas and onto the Caribbean. You'll be there as they learn the hard way, correct mistakes, gain experience and confidence by doing, then reap the rewards of cruising aboard a well found vessel.

    RECOMMENDED: Rent or Download-to-Own series through Vimeo. Individual titles available separately. Purchase a single episode DVD or DVD series and get FREE Vimeo Downloads & Streaming.

    About Sailflix-Vimeo VOD Sail Vicarious Cruising/Refit Series Vimeo Rent $19.99 Buy $39.99

    Click below for Download-Only or DVD through TheSailingChannel Store. Individual titles available in product description below. Purchase a single episode DVD or DVD series and get FREE Vimeo Downloads & Streaming.

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    A film by Paul Burgess Running Time: 76 minutes. Sail a 50 ft ocean-going catamaran on one of the world's longest ocean passages: a 6,200 mile Atlantic crossing from South Africa to Grenada in the Leeward Islands of the Caribbean.

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    Sailflix-Vimeo VOD Suliere: The Crossing Vimeo $5.99 Rent $12.99 Buy

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    A film by Gavin Shaw Running time: 1 Hour 57 Minutes Classic trade wind 5,000 mile Transatlantic crossing shot in 1986 aboard legendary sailor/author Don Street's 1905 engineless 44 foot yawl, Iolaire. Documents Iolair's ninth Atlantic crossing from Ireland with eleven ocean islands along the way to Christmas in the Caribbean.

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    About Sailflix-Vimeo VOD Transatlantic with Street Vimeo Rent $5.99 Buy $12.99

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    A Film by Ed & Ellen Zacko Running time: 71 minutes Join Ed and Ellen Zacko aboard Entr'acte for a voyage between two oceans. Explore Panama's San Blas islands in the Caribbean, then transit the Panama Canal to the Pacific.

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    Sailflix-Vimeo VOD Vimeo $4.99 Rent $9.99 Buy

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    A Film by Charles Croft with Don Street Running time: 57 minutes A one hour award-winning documentary which lets you share the intense sailing action aboard Don Street's 80 year old, 44 foot, engineless yawl, "Iolaire" during Antigua Sailing Week, 1985, Iolarie's final appearance in one of the world's top sailing events..

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    About Sailflix-Vimeo VOD Don Street Antigua Race Week Vimeo Rent $4.99 Buy $9.99

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    A Film by Amy Flannery & Tory Salvia

    Running time: 77 minute Theatrical Version Once labeled a “youth-at-risk,” 30-year old Matt Rutherford risked it all in an attempt to become the first person to sail alone, nonstop around North and South America. Red Dot on the Ocean is the story of Matt's death-defying voyage and the childhood odyssey that shaped him.

    Also available on Amazon Prime, iTunes, and on Public TV

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    Sailflix-Vimeo VOD Vimeo $10.99 Buy

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    A film by Yves Gélinas Running time: 98 minutes Now in HD, TheSailingChannel is honored to offer what many consider to be the finest sailing film ever made. With Jean du Sud Around the World is a two-time winner of the prestigious Palme d'Or at the Larochelle Sailing Film Festival as well as eight other international film awards.

    Includes both English and French versions.

    Top 10 best boat-themed films of the 1980s Read more at https://www.ybw.com/features/top-ten/boat-themed-films-1980s-43093#FIoG3Ku7l59pkPdH.99Named one of the Top 10 best boat-themed films of the 1980s by Yachting & Boating World magazine. "Many consider this the greatest sailing film of all time." Read more ...

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    Latitudes and Attitudes TV

    A video series by Bob Bitchin Running time: 13 x 22 minutes Bob Bitchin's Latitudes and Attitudes TV made history by finally getting a half-hour, 13 episode sailing series on national cable television. Season 5, the final season, was produced in HD. In each episode, Bob and co-host Zuzana Prochazka, bring you a 22-minute magazine-style program with a feature sailing episode to an exotic location, gear and boat reviews, sailing tips, Bob's "Attitudes" monolog, and more. Feature stories take you sailing in New Zealand, the British Virgin Islands, Croatia, Tonga, plus a close up look at the famous Chicago to Mackinac race on Lake Michigan - the oldest fresh water yachting race in the world. 4 earlier seasons coming soon.

    RECOMMENDED: Rent or Download-to-Own series through Vimeo. Individual titles available separately.

    About Sailflix-Vimeo VOD $9.99 Rent All | $16.99 Buy All
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    A film series by Antoine Beautiful islands are the focus of this highly entertaining series for both serious cruisers and armchair sailors alike. French sailor, TV and music star, Antoine, transports you to the most beautiful islands of the world through stunning images, relaxing music, and entertaining narrative. Get a close look at these exotic destinations - the most beautiful islands of the world -  as you sail with Antoine aboard his yellow catamaran, Banana Split. Includes English, français, and Italiana versions.

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    We will be adding français, and Italiana versions to this collection. “Sailflix-DL" Includes English, français, and Italiana versions.
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    A video by Rob Dubin hosted by Gary Jobson Running time: 47 minutes. Take four U.S. East Coast cruising adventures: North Carolina, Chesapeake Bay, Martha's Vineyard, and Maine. Hosted by America's Cup Champ and sailing commentator, Gary Jobson. From Sailing Quarterly Video Magazine. (D4Z)

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    About Sailflix-Vimeo VOD Sail Trim & Performance Sailing with Gary Jobson Vimeo Rent $5.99 Buy $12.99

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    A video by Rob Dubin hosted by Gary Jobson Running time: 51 minutes. Take four U.S. West Coast - Mexico cruising adventures: San Francisco Bay, the Sea of Cortez, the Channel Islands, and Ensenada, Mexico. Hosted by America's Cup Champ and sailing commentator, Gary Jobson. From the Sailing Quarterly Video Magazine series. (D5Z)

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    About Sailflix-Vimeo VOD SU.S. West Coast - Mexico cruising with Gary Jobson Vimeo Rent $5.99 Buy $12.99

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    A video by Rob Dubin hosted by Gary Jobson Running time: 43 minutes. U.S. - Canada Lakes Cruising video hosted by Gary Jobson. Cruise from the Great Lakes to Utah including Canada's Georgian Bay, Lake Superior's Apostle Islands, Lake Michigan's Traverse Bay, and Utah's Lake Powell. From the Sailing Quarterly Video Magazine series. (D6Z)

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    About Sailflix-Vimeo VOD U.S. - Canada Lakes Cruising with Gary Jobson Vimeo Rent $5.99 Buy $12.99

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