Our island-hopping journey will take us to St. Martin, Anguilla, Tintamare, St. Barts, Antigua, Montserrat, Dominica, Martinique, and St. Lucia. We’ll explore spectacular anchorages, enjoy the warm crystal-clear waters, swim with sea turtles, discover the unique character of each island, and collect stories that will undoubtedly give Wally material for next years POT trophy.
And the best part? You don’t have to be aboard to come along for the ride!
Follow the fleet, eavesdrop on the adventures, enjoy the photos, and experience the highs & lows, including seeing how several sailors fare crossing the Gulf Stream for the first time. All from the comfort of your warm, dry living room!
Here’s how to join the adventure:
1. Track the Fleet
Wondering where we are? Keep tabs on all the boats in the Caribbean Challenge Cruise with our fleet tracker. Watch our progress as we make our way south and follow along as the journey unfolds. 👉 Fleet Tracker
2. Tune In — The Caribbean Challenge Cruise Has Its Own Podcast!
Subscribe to Sailing and Cruising the East Coast of the USA on your favorite podcast app. Bela, Musits, our intrepid podcaster, will be interviewing crew members every few days and at each island, creating short video podcasts throughout the trip.
Scroll to the bottom of the page for the Podcast Schedule
To watch a podcast visit the YouTube Channel, https://www.youtube.com/@sailingandcruisingtheeast
Click the link Trip Overview to watch the interview with John.
3. Follow Along on NoForeignLand
If you use the NoForeignLand app, join the group Blue Water Sailing Club: CCC 2026–2027. You’ll find boat positions, photos, and notes from the fleet — depending, of course, on whether our skippers remember to post them!
4. Keep an Eye on Facebook
The BWSC Facebook page will feature photos, stories, and updates from the fleet.
Want to Trade Winter Boots for Sailing Shoes?
If you’ve been on the fence about joining, it’s not too late. Charter a boat through The Moorings out of St. Vincent or St. Lucia and join us in March as we explore the spectacular Windward Islands. It’s the perfect antidote to another month of snow, ice, and wondering why we live in New England!
When you call The Moorings, ask for Lisa and request the BWSC discount.
Whether you follow us from home, tune in to the podcasts, or decide to join us in the islands, we hope you’ll be part of the adventure.
Fair winds and following seas!
The CCC Captains and Crew
These are the dates when Bela Musits plans to record each podcast. He hopes to publish each interview within 24 hours.
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