Upcoming Hosted Swim Cruises


Nov 16-23, 2025




Total Immersion Open Water Swim Experience
🏊🏼♀️ Dive into Adventure: Caribbean Swim/Cruise 🏊🏾♀️
Built for both swimmers AND their non swimming spouses/partners/friends. Finish your swim by early afternoon so you can tour TOGETHER. PLUS purchase transfers for your partner so they can experience our TriBalance hand picked beaches.
Imagine waking up to the gentle rocking of the ocean, stepping out onto your balcony to the sight of turquoise waters stretching endlessly, and knowing your day will be filled with open water swims in some of the most breathtaking locations in the Caribbean.
Welcome to Swim Cruise – the ultimate swim-focused cruise experience.
Why a Swim/Cruise? For open water swimmers, the Caribbean is a paradise waiting to be explored. From secluded beaches to hidden coves, the region offers a wealth of swim spots that are both stunning and challenging. Not all swimming adventures have to be limited to shore excursions or race events. Swim Cruise combines the luxury and comfort of Windstar Cruise Lines with expertly curated swim experiences, making it the perfect balance of relaxation and adventure.
The Experience:
Our itineraries are designed to cater to swimmers of all levels, offering a range of distances and conditions to suit everyone from beginners to seasoned marathon swimmers. Picture yourself arriving at stunning beaches and hidden swim spots, greeted by sandy shores and crystal-clear waters. On select days, weather permitting, you may also have the chance to dive from the marina deck of a boutique Windstar yacht, swimming alongside vibrant marine life directly from the ship.
Non-swimming partners? No problem! While swimmers take to the water, non-swimmers can enjoy themselves at the beach, snorkeling, on guided shore excursions or simply relaxing on the yacht. This unique offering creates an inclusive experience, ensuring everyone gets the most out of their Caribbean escape.
Itinerary Highlights:
Begins and returns to San Juan, Puerto Rico departure November 16, 2025.
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Cruz Bay, St. John, US Virgin Islands – Swim in pristine waters surrounded by lush national park landscapes.
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Basseterre, St. Kitts – Explore coastal swim routes framed by volcanic peaks and rich marine biodiversity.
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Gustavia, St. Barthelemy – Experience the charm of secluded beaches and crystal-clear waters.
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Philipsburg, St. Maarten – Swim along vibrant reefs and enjoy the unique Dutch-French cultural blend.
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Jost Van Dyke, Great Harbour, British Virgin Islands – a destination where few ships visit white sand beach and blue waters
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Virgin Gorda / Prickly Pear, British Virgin Islands – Discover a tranquil bay and dramatic shoreline that is perfect for swims and BBQ on our private beach hosted by Windstar.
Windstar Star Pride 7 nights San Juan and the Virgin Islands
To ensure the best price, we have group space. Cruise only pricing starts at $2,401USD per person.
The cruise includes
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Small Ship Advantage – Access to secluded swim spots larger ships can’t reach.
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Luxury Accommodations – spacious cabins include room service and mini-bar
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Enjoy Windstar’s renowned hospitality, fine dining, and spacious suites.
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The Ship:
Set sail in style aboard Windstar’s Star Pride – a luxury boutique ship that feels more like a private yacht than a cruise liner. With just 312 guests, you’ll enjoy spacious suites, intimate port experiences, and world-class dining. Whether you’re basking on the deck or exploring hidden gems off the beaten path, Star Pride promises unforgettable adventures.
Swim Package
This camp is designed for beginner and intermediate swimmers seeking Total Immersion instruction in the open water. Our philosophy is Kaizen swimming; creating continuous improvement by setting your intention to improve one swim skill at each session.
This is a technique-focused camp, teaching you to swim in open water with greater ease and flow, which allows you to swim long distances utilizing thousands of effortless uninterrupted strokes. Our camp is perfect for triathletes seeking to exit the water fresh and ready for the bike.
The Total Immersion Effortless Endurance – Level 1 workshop and Smart Speed Workshop – Level 2 is integrated with an open water workshop to give you an intense 6 day program. The experience adjusts in real time based on the needs of the group.
Information on Early Bird pricing in CANADIAN Dollars
Caribbean Open Water Swim Cruise Experience Nov 2025 - Tri Balance
Cruise Pricing
The cost listed is per person based on double occupancy and includes all taxes and port fees. If you plan on rooming solo or with more than 2 persons per cabin, please inquire pricing with Liz below. Don't see your cabin pick listed- just ask, there are other options available. All bookings come with $100 ship board credit per person. Pricing is in US dollars.
*All pricing and availability are subject to change and not guaranteed until deposit is made and reservation number obtained.