Sail with Don Street, a teacher with decades of offshore sailing experience. Learn sailing skills from one of the legendary sailors of our time.

The Complete Street Video Series

For 57 years, Don sailed Iolaire, his 1905, 46 ft engineless wooden yawl. Don crossed the Atlantic to the Caribbean numerous times. He is largely responsible for opening up the Caribbean to modern cruisers through his Imray-Iolaire charts and cruising guides. Don has also contributed a wealth of knowledge about ocean sailing through his two volume set, The Ocean Sailing Yacht, as well as countless articles for major sailing magazines. And Street has been active in the marine insurance business for over four decades, placing insurance with Lloyds of London. Now in his eighties, Don continues to sail and pass on his knowledge to new generations of sailors.

  • CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    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..

    RECOMMENDED: Rent or Download-to-Own through Vimeo.

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

    Click below for Download-Only through TheSailingChannel Store.

    “Sailflix-DL"
  • Sale!

    CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    A Film by Charles Croft with Don Street Running time: 47 minutes Filmed in Martinique aboard Iolaire, Don Street's 46 ft engineless wooden yawl. Master sailor Don Street teaches you and your crew everything you need to know about sailors' knots, line handling and throwing in just 50 minutes. Don has decades of ocean sailing experience. Check him out at street-iolaire.com.

    RECOMMENDED: Rent or Download-to-Own through Vimeo.

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

    Click below for Download-Only or DVD through TheSailingChannel Store.

    “Sailflix-DL-DVD"
  • CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    A video series with Don Street Running time: 5 hours 45 minutes. For the first time, TheSailingChannel is offering all five Don Street sailing videos in one economical package: Streetwise, Vol. 1 and Vol. 2; Sailors' Knots & Line Handling, which contain dozens of sailing tips; Transatlantic with Street, a primer on blue water sailing; and Antigua Race 1985, a classic Caribbean racing documentary.

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

    About Sailflix-Vimeo VOD The Complete Street Video 5-Pack Vimeo Rent $24.99 Buy $49.99

    Click below for Download-Only through TheSailingChannel Store.

    “Sailflix-DL"
  • Sale!

    CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    A video by Rob Dubin with Don Street Running time: 66 minutes. From the Sailing Quarterly Video Magazine collection, this how-to sailing video is hosted by veteran charter skipper and sailing author, Don Street. It includes a treasure trove of anchoring & docking tips that will make your cruising safer and more comfortable. In Vol. 2, Don demonstrates anchoring techniques; ways to prevent chafe; instructions on handy knots and whippings; methods to get you afloat when you go aground; and shorthanded docking.

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

    About Sailflix-Vimeo VOD Don Street: Streetwise Tips, Vol. 2 Vimeo Rent $5.99 Buy $12.99

    Click below for Download-Only or DVD through TheSailingChannel Store. Buy/rent individual tips available under product description below.

    “Sailflix-DL-DVD"
  • Sale!

    CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    A video by Rob Dubin with Don Street Running time: 56 minutes. This heavy weather sailing video with Don Street, legendary sailor and author, explains the preparation and tactics you need to take on boisterous seas. From the Sailing Quarterly Video Magazine library. In this 56-minute how-to sailing video, veteran charter skipper and sailing author, Don Street explains Heavy Weather Preparation and Sailing Tactics, Heaving To, Foredeck Work, Mainsail Flaking Systems, Emergency Sail Repairs, Distance Offshore & Simplified Celestial Navigation, and How to Rig Boom Preventers for jibe prevention.

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

    About Sailflix-Vimeo VOD Don Street: Streetwise Tips, Vol. 1 Vimeo Rent $5.99 Buy $12.99

    Click below for Download-Only or DVD through TheSailingChannel Store. Buy/rent individual tips available under product description below.

    “Sailflix-DL-DVD"
  • Sale!

    CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    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.

    RECOMMENDED: Rent or Download-to-Own through Vimeo.

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

    Click below for Download-Only or DVD through TheSailingChannel Store.

    “Sailflix-DL-DVD"
  • Sale!

    CLICK ABOVE FOR TRAILER, MORE INFO & VIMEO PURCHASE

    A video by Rob Dubin with Don Street Running time: 66 minutes. From the Sailing Quarterly Video Magazine collection, this how-to sailing video is hosted by veteran charter skipper and sailing author, Don Street. It includes a treasure trove of anchoring & docking tips that will make your cruising safer and more comfortable. In Vol. 2, Don demonstrates anchoring techniques; ways to prevent chafe; instructions on handy knots and whippings; methods to get you afloat when you go aground; and shorthanded docking.
Go to Top