A Week Shaped by Tide, Taste, and Weather

Every Odyssey charter is customized, but the best trips start with a clear picture of what kind of days you actually want.

These are Starting Points, not Rigid Routes

The right itinerary should create confidence without making the trip feel over-scripted.

Odyssey uses sample routes to help guests imagine the pace, possibilities, and personality of a charter week. From there, everything gets shaped around your group: how active you want to be, how much ground you want to cover, what kind of dining moments matter to you, and how much structure you want versus how much freedom.

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The Signature Odyssey Week: The Exumas

This is the heart of the brand and the clearest expression of what Odyssey is built to do.

The Exumas offer shallow-water access, private-feeling anchorages, surreal sandbars, and a version of the Bahamas that feels farther away from crowds than it really is. It is the right balance of beauty, access, and exclusivity.

View the 7-day Exumas Itinerary
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Seven Days Sailing the British Virgin Islands

The British Virgin Islands are made for exploring by water, with steady trade winds, short passages, and a remarkable variety of islands within easy reach.

Sail from Virgin Gorda's granite-lined shores to the quiet beaches of Anegada, the turquoise waters of Jost Van Dyke, and the protected anchorages of Norman Island. Along the way, snorkel reefs and caves, step ashore at legendary island bars, or simply find a secluded stretch of sand and stay awhile.

View the 7-Day BVI Itinerary
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The Itinerary Should Fit the Group, not the Other Way Around

A family with kids, a couple traveling with friends, and a group of empty nesters may all want the same destination but not the same week.

Some groups want long beach days and every toy in the water by noon. Others want snorkeling, quiet lunches, and unforgettable dinners. Others want a little fishing, a little adventure, and enough flexibility to change course once the trip is underway.

Odyssey is built to accommodate the mood of the group, not just the map.

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Start with the Route. Finish with Your Version of It

Tell us your dates, group size, and priorities. We’ll recommend the right itinerary framework from there.

Get a Custom Itinerary