Sailing Events and Opportunities by Calypso Sailing Life

  • British Virgin Islands Flotilla May 2027

    2027, Sat May 01 6:00pm - Sat May 08
    image of British Virgin Islands Flotilla May 2027
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Flotilla,
    Sailing Training Adventure
    By the Cabin Entire Boat
    Start Location
    , Road Town
    Contacts
    Shannon Sinnard,
    Ph: +1 512-696-1070,
    email: [email protected]
    Price
    By the Cabin: US$ 6,900 + $300pp. Whole boat: US$ 9,000+
    Explore the stunning British Virgin Islands with us on this unique and adventurous NauticEd flotilla journey! This flotilla offers an incredible opportunity to discover the BVI’s hidden gems and off-the-beaten-path destinations that most charters miss. We’ll sail to picturesque anchorages, vibrant snorkeling spots, and charming islands, creating an unforgettable experience away from the more crowded locations. Our itinerary promises a rich variety of less-visited bays and coves that capture the true essence of the BVI. By the Cabin on the lead boat: US$ 6,900 plus $300 per person for provisions. Includes 2 instructional skippers, fuel, taxes, moorings, SUP, and professional chef! Or charter your own boat. Monohulls starting at US$ 9,000 and catamarans starting at US$ 16,000. A Flotilla fee of US$ 600 per boat will be added. Instructional skippers available. Link to more information about this Opportunity.

  • San Juan Islands (WA) Learning Charter

    2027, Sat Aug 07 5:00pm - Sat Aug 14
    image of San Juan Islands (WA) Learning Charter
    Category Type
    Practical Training/Assessment Event,
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure,
    Mile/Resume Building Adventure
    By the Cabin
    Start Location
    , Anacortes
    Contacts
    Capt. Mark Noneman,
    Ph: +1-503-709-8095,
    email: [email protected]
    Price
    By the Cabin: US$ 5,900 + $300pp.
    Join us for an incredible week of sailing the San Juan Islands on the Leopard 48 sailing catamaran, Laura-Marie. For centuries the call of the Islands has lured adventurous mariners seeking a special place. Long before Spanish and English sailors explored this vast myriad of islands, Native Americans plied the straights in their canoes as they traded, raided, and gathered seafood. The San Juan Islands are comprised of hundreds of islands ranging from small rocky outcrops to large forest-clad and mountainous masses. The waters are rich with seafood… salmon, rockfish, scallops, Dungeness crab, mussels and clams. Wildlife abounds on the land and in the sea. You’re just as likely to encounter tiny squirrels, deer, and migratory birds as you are to see seals, sea lions and whales. Have you ever seen a whale breach, heard the whoosh of air exhaling through its blowhole, or been amazed by the sheer beauty of a pod of Orcas gliding through glassy waters? By the Cabin: US$ 5,900 plus $300 per person for provisions. Includes fuel, taxes, mooring, and kayak. Link to more information about this Opportunity.