Explore Our Sailing Adventures
Upcoming Retreat
Join us for a once-in-a-lifetime 7-day sailing experience through the Caribbean aboard a private Lagoon 46 catamaran. Explore crystal-clear waters, hidden beaches, and incredible islands while enjoying a perfect blend of adventure, relaxation, and connection.
From snorkeling and sailing to jungle excursions, horseback riding, and unforgettable dinners ashore, every day offers a new way to experience island life. With a small group, carefully planned activities, and a beautiful floating home base, this is more than a vacation — it’s an unforgettable adventure on the water.
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What Sets Our Trips Apart
01 / Private Sailing Experience
Your home for the week is a private Lagoon 46 catamaran — giving you the rare opportunity to explore the Caribbean from the water. Wake up somewhere new each day, swim in hidden coves, and experience island life from a whole new perspective.
02 / Curated Adventures
Every detail is thoughtfully planned to create the perfect balance of adventure and relaxation. From sailing and snorkeling to jungle excursions, horseback riding, and unforgettable island dinners, each day is designed to bring new experiences.
03 / Meaningful Connection
With a small group of guests, this experience goes beyond a typical vacation. Build friendships, share unforgettable moments, and become part of a community that continues long after the sails come down.
Sailing
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Snorkeling
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Horseback Riding
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Waterfalls
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Hiking
Sailing 〰️ Snorkeling 〰️ Horseback Riding 〰️ Waterfalls 〰️ Hiking
St Lucia
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Martinique
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Remote Islands
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Reefs
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Resort Hopping
St Lucia 〰️ Martinique 〰️ Remote Islands 〰️ Reefs 〰️ Resort Hopping
About Chloe Hardy
Hi, I’m Chloe! I’m a travel content creator with a passion for hosting group trips around the world and bringing together people who share a love for adventure, connection, and exploring new places. Some of my favorite things are anything involving the ocean, chasing unforgettable experiences, and discovering the incredible beauty of God’s creation. There’s nothing better than stepping outside your comfort zone, making genuine friendships, and creating memories that last a lifetime. I would absolutely love for you to join me on my next adventure so we can explore, laugh, and experience this beautiful world together. I can’t wait to meet you and make memories we’ll always remember!
Featured Retreat
Best
Seller
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Private lodging aboard a Lagoon 46 sailing catamaran
Captain-led sailing experience and boat logistics
Daily breakfast and lunch prepared onboard
Planned island adventures and excursions
Snorkeling experiences and time on the water
Jungle hikes, horseback riding, and island exploration
Curated itinerary with local experiences and activities
A small-group experience designed for connection and adventure
Not Included: Flights, airport transportation, taxis, dinners ashore, alcohol, and personal expenses.
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Day 1
Welcome aboard. Meet your crew, settle into your floating home, and begin your Caribbean adventure with your first sail and sunset together.
Day 2
Explore life on the water. Wake up anchored in paradise, enjoy breakfast onboard, snorkel crystal-clear waters, and discover your first island destination.
Day 3
Adventure beyond the shoreline. Explore local culture, hidden beaches, and tropical landscapes through curated excursions and unforgettable experiences.
Day 4
A day built around adventure. Sail to new destinations, hike through the jungle, ride horses, or enjoy optional activities that showcase the beauty of the islands.
Day 5
Slow down and soak it in. Spend the day swimming, exploring, relaxing onboard, and sharing an incredible final evening together with your crew.
Day 6-7
The journey home. Enjoy your final mornings at sea, take in the last views of the Caribbean, and leave with new friendships and memories that last a lifetime.
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Choose Your Adventure
Explore our upcoming sailing experiences and find the trip that fits your sense of adventure. Each retreat offers a unique route, destination, and collection of unforgettable experiences.
Reserve Your Spot
Secure your place aboard the boat by booking your cabin. With limited availability, each trip is intentionally kept small to create a more personal and connected experience.
Receive Your Welcome Guide
After booking, you'll receive everything you need to prepare — including packing recommendations, trip details, itinerary information, and what to expect before stepping aboard.
Plan Your Travel
Guests are responsible for arranging flights and transportation to and from the marina. We’ll provide all necessary arrival details so you can travel confidently and join the adventure with ease.
Pack Your Bags & Set Sail
All that’s left is to arrive ready for adventure. We’ll handle the boat, logistics, and planning — you just need to show up and enjoy the journey.