Trip Itinerary

High School Adventures

Caribbean 21-Day Advanced Sailing Voyage

For the adventurous sailor who wants to travel further and take control of their program itinerary, this trip takes you on a 500 mile journey the entire length of the Caribbean islands! Learn advanced sailing and navigation techniques, night sailing and give back to the communities you visit along the way.

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Students diving from monohull on on advanced sailing programs for high school students
High school students sailing boat on Broadreach Caribbean advanced sailing camp
Deserted beach seen on summer sailing program for high school students

Day 1-3

Intensive sailing from the get-go

First tasks: provisioning, settling into quarters, and getting to know the boat and your shipmates. Phase One of our journey begins with intensive sail training and skill review in the Renaissance Islands of St. Martin and St. Barts. We start with practicing the basics – jibing, tacking and points of sail. The distances to be covered and the nature of the sea demand perseverance, respect and hard work. Teamwork is essential, and working alongside your new friends makes it fun.


Day 4-8

Catch some wind

Already getting your sea legs, you discover your vessel’s personality: how her sails handle the wind, how her hull slices through the waves, the music of her rigging and her moods. Training intensifies as the crew practices man-overboard drills and learns to safely navigate from island to island. Docking and mooring practice help build the crew’s confidence as a team. When you’re not sailing, take some time to discover the distinct characteristics of each island and take in the beautiful scenery.


Day 9-14

Service, adventure and cultural immersion

Congratulations! At this point, you’ve earned the first of your sailing certifications – one of our key goals. Celebrate your accomplishments with a day spent exploring forts and snorkeling on the French island of Guadeloupe. You’re ready to begin phase two of the voyage, in which we shift our focus from rigorous sail training to island adventure, cultural immersion and community service. First mission: a service project in Dominica, a unique opportunity to experience Caribbean culture by working with its people. Dominica is a spectacular land of towering mountains, huge waterfalls and dense rainforests. Night sail to St. Lucia and hike up the dramatic jungle-covered peaks of the Pitons, where we can see the islands we’ve come from and check out where we’re headed!


Day 15-21

You at the helm

Sailing is second nature and the crew is ready to start phase three of the trip. The program leaders step back now to become silent observers. It’s up to you and your shipmates to chart and plan the remainder of the voyage. Sweep south through the Windwards. As you hop to and from the tiny unspoiled islands of the Grenadine Passage, you find the most beautiful anchorages of the journey. Snorkel on the shallow reefs of Tobago Cays, plan a scavenger hunt on Mustique and learn how local fishermen craft their boats on the beaches of Carriacou. Hike the lush rainforests of Grenada and swim under breathtaking waterfalls. Sailing into our final anchorage is a joyous arrival but sentimental departure from the yacht we’ve grown to love and respect.

*The 2nd session of this program reverses the itinerary as we sail from Grenada to St Martin* 

21-Day Advanced Sailing VoyageJuly 16 - August 5, 2021$6,180FullEnroll Now
21-Day Advanced Sailing VoyageJune 22 - July 12, 2022$6,180AvailableEnroll Now
21-Day Advanced Sailing VoyageJuly 16 - August 5, 2022$6,180AvailableEnroll Now