Discovering The Leeward Islands

- 8-Day Itinerary
- 6 Caribbean Islands
- 167 Nautical Miles
- 14 Hours Cruising
ITINERARY Summary

Sint Maarten
Begin your Caribbean yacht charter in Sint Maarten, where Dutch hospitality meets tropical island living. Home to Princess Juliana International Airport, the island is famous for dramatic aircraft landings over Maho Beach, while nearby Philipsburg offers lively waterfront restaurants, designer boutiques, casinos and duty-free shopping. Beyond the vibrant atmosphere, Sint Maarten boasts beautiful white-sand beaches, colourful coral reefs and excellent diving, along with nature reserves that showcase the island's diverse flora, fauna and renowned butterfly sanctuary.

Sint Maarten - Anguilla
Just north of Sint Maarten, Anguilla is celebrated for its understated luxury, uncrowded beaches and crystal-clear waters. With carefully protected development, the island has retained its peaceful character and natural beauty, attracting discerning travellers seeking privacy and exclusivity. Spend the day snorkelling over thriving coral reefs, relaxing on powder-soft beaches, enjoying fresh seafood at laid-back beach restaurants or anchoring in one of the island's secluded bays surrounded by breathtaking Caribbean scenery.
- 16nm - DISTANCE
- 1h 25m - DURATION

Anguilla - Prickly Pear Cays
A short cruise from Anguilla brings you to the uninhabited Prickly Pear Cays, where turquoise shallows, vibrant reefs and untouched beaches create an idyllic escape. While the western cay features rocky coastlines and excellent snorkelling, the eastern island reveals quiet sandy beaches bordered by low coastal vegetation. The surrounding waters are ideal for kayaking, paddleboarding or exploring by Seabob, while colourful birdlife and fresh seafood served at the island's beach restaurant complete an unforgettable day in this secluded paradise.
- 14nm - DISTANCE
- 1h 10m - DURATION

Prickly Pear Cays - St Barths
St Barths has long been regarded as one of the Caribbean's premier luxury yacht destinations, combining French sophistication with spectacular natural beauty. More than twenty picturesque beaches, sheltered bays and crystal-clear waters make it a favorite for cruising, swimming and watersports. Beneath the surface, vibrant coral reefs surround this volcanic island, while ashore, designer boutiques, gourmet restaurants and an energetic social scene create the unmistakable atmosphere that has made St Barths a favorite among the international yachting community.
- 35nm - DISTANCE
- 2h 55m - DURATION

St Barths
St Barths is the poster child for the tropical yacht season. Those seeking the perfect slip of sand are sure to find their best nook here, with over twenty different dreamy beaches to choose from. Bay hopping and sailing are certainly the best activities for making the most of this saltwater landscape but there's also plenty to keep you satiated on land. As St Barths is a Volcanic island, it is surrounded by shallow reefs, rich corals, and marine habitats. The island is distinctively French (despite belonging to Sweden for a century), and its natural beauty seamlessly intertwines with the luxury resort vibe, lively nightlife, and wonderful shopping and restaurants.

St Barths - Barbuda
For those seeking untouched landscapes and complete tranquility, Barbuda offers a refreshing contrast to the region's more glamorous islands. Still recovering and rebuilding following Hurricane Irma, the island remains largely undeveloped, allowing its remarkable natural environment to flourish. Pink-sand beaches, limestone caves, hidden sinkholes and thriving birdlife make Barbuda an exceptional destination for exploration, while its crystal-clear waters provide the perfect setting for swimming, snorkeling and peaceful days at anchor.
- 65nm - DISTANCE
- 5h 30m - DURATION

Barbuda - Five Islands Harbour
Five Islands Harbour showcases the natural beauty that has made Antigua and Barbuda one of the Caribbean's leading sailing destinations. Protected bays, quiet anchorages and inviting turquoise waters create ideal cruising conditions, while nearby beaches and coral reefs offer endless opportunities for swimming, snorkeling and watersports. Throughout the surrounding coastline, secluded coves and picturesque harbours invite exploration, and the region's warm climate and steady trade winds provide outstanding sailing throughout the Caribbean season.
- 31nm - DISTANCE
- 2h 40 m - DURATION

Five Islands Harbour - Antigua
Antigua is one of the Caribbean's most celebrated yachting destinations and a natural gateway to exploring both the Leeward and Windward Islands. With excellent marinas, first-class facilities and reliable sailing conditions, it is an ideal place to begin or conclude a luxury yacht charter.
Renowned as one of the sunniest islands in the Caribbean, Antigua is fringed by hundreds of beautiful beaches and countless sheltered anchorages. Calm, crystal-clear waters make it an exceptional destination for swimming, snorkeling and simply enjoying time on board surrounded by spectacular coastal scenery.
Beyond its beaches, Antigua offers a rich blend of history and culture. Explore the colorful capital of St John's for shopping and local cuisine, or visit the UNESCO-listed Nelson's Dockyard, where beautifully restored Georgian architecture, scenic hiking trails and panoramic viewpoints reveal the island's fascinating maritime heritage.
- 6nm - DISTANCE
- 35m - DURATION

Antigua
Conclude your Leeward Islands adventure in Antigua, a destination that perfectly captures the spirit of Caribbean yachting. Combining outstanding sailing conditions with exceptional hospitality, the island is an ideal place to spend a final day relaxing before disembarkation or continuing your voyage through the Caribbean.
With its sheltered bays, powder-soft beaches and inviting turquoise waters, Antigua encourages visitors to slow the pace and enjoy everything the island has to offer. Whether swimming, snorkeling or simply unwinding at anchor, every corner of the coastline reveals another idyllic setting.
For those wishing to explore ashore, Antigua offers a rewarding mix of culture, history and island charm. Browse the colorful streets of St John's, discover local artisan shops and restaurants, or revisit the historic Nelson's Dockyard before ending your charter with one last unforgettable Caribbean sunset.
