The Caribbean is one of the world’s most iconic yachting destinations — a mosaic of turquoise waters, palm-fringed islands, coral reefs, volcanic peaks, and vibrant coastal cultures. Spanning over 7,000 islands across the Bahamas, Greater Antilles, and Lesser Antilles, the region offers unmatched cruising variety for every style of traveller.
Polaris Yachting brings multi-generational maritime expertise across these warm, tropical waters, blending legacy seamanship with modern charter expectations. Whether you seek calm lagoons, world-class diving, lively island towns, or secluded anchorages, every itinerary showcases the depth and character of the Caribbean.
The Caribbean divides naturally into distinct island groups, each offering its own landscapes, anchorages, and cultural rhythms.
The Caribbean blends centuries of history, island traditions, and colourful seaside communities — each island offering experiences uniquely its own.
Conditions vary widely across regions, but each offers defined seasons ideal for yachting.
| Regions | Peak Season | Shoulder Season | Notable Events & Festivals |
|---|---|---|---|
| Caribbean | Dec–April | May–June, Nov | Regatta Season, Carnival, Junkanoo |
Planning your Caribbean charter begins with choosing the island group that best matches your travel style — calm and shallow waters in the Bahamas, chic island life in the Leewards, or volcanic adventure in the Windwards.
Polaris Yachting tailors each itinerary using deep regional knowledge — from hidden coves in the BVIs to coral gardens in the Bahamas or rainforest peaks in the southern islands. Every voyage is crafted to be smooth, immersive, and deeply connected to the Caribbean’s natural beauty.
Explore yachts and curated itineraries across the Caribbean with Polaris’ specialists.
Discover luxury yacht charters in the US Virgin Islands with Polaris Yachting, covering when to visit, cruising areas, marinas, itineraries and charter insights.
Plan a luxury yacht charter in the British Virgin Islands with Polaris Yachting, with expert guidance on seasons, cruising areas, marinas, tailored itineraries and private charter details.
Explore St Kitts and Nevis by luxury yacht with Polaris Yachting, with guidance on yacht charter seasons, cruising grounds, marinas, tailored itineraries and key details.
Explore St Vincent by luxury yacht with Polaris Yachting, from prime yacht charter seasons and cruising routes to full service marinas, sample itineraries and insider tips.
Discover luxury yacht charters in the Bahamas with Polaris Yachting — detailed cruising areas, ideal seasons, marinas, itineraries, and essential charter insights.
Expertly planned routes to explore the best of Carribean by yacht.
4 DAYS, 3 NIGHTS | Nassau to Nassau
Explore Polaris' 4-day Bahamas yacht itinerary from Rose Island to Nassau — curated anchorages, Exuma Cays cruising, and refined on shore experiences for luxury travellers.
5 DAYS, 4 NIGHTS | St Croix to Anegada
Plan with Polaris' 5 day yacht itinerary in the Virgin Islands, tracing St Croix to Anegada with balanced daily distances, trusted anchorages and local flavor.
4 DAYS, 3 NIGHTS | Road Town to Road Town
Explore Polaris' 6 day British Virgin Islands yacht itinerary from Road Town via Norman, Peter, Ginger and North Sound, with curated bays and relaxed cruising.
10 DAYS, 9 NIGHTS | Saint Kitts to English Harbour
Explore Polaris' 10 day Leeward Islands yacht itinerary from Saint Kitts to English Harbour, with balanced passages, protected anchorages and curated island stops.
Visual stories of Caribbean's beauty and hidden corners.
A private conversation is the first step.
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