Blue Ocean Club
7 days · 7 stops

7-Day St Barts Yacht Charter Itinerary: Leeward Islands Luxury

Embark on a spectacular St Barts yacht charter, where the azure waters of the Leeward Islands beckon. This journey transports you through an archipelago of refined elegance and untouched beauty. Feel the gentle trade winds carrying the scent of frangipani as you glide between world-class dining and pristine anchorages. A Caribbean yacht charter here offers a blend of vibrant island life and serene escapes, ensuring every moment is a discovery. From Gustavia's chic boutiques to the secluded beaches of Anguilla, this itinerary crafts an unparalleled luxury experience.

Cruising region: Caribbean Yacht Charter

Scroll to explore ↓

  1. DAY 01

    Gustavia, St Barth

    Your St Barts yacht charter begins in Gustavia, the vibrant capital. Explore its charming streets lined with designer boutiques and Swedish colonial architecture. The harbour is a hive of activity, perfect for people-watching.

    • Shopping on Rue de la République
    • Fort Gustav Lighthouse views
    • Shell Beach sunset
    • Gustavia Harbour exploration
    Anchorage
    Gustavia Harbour (marina berth)
    Dining
    Bonito St Barth (French-Latin fusion)
  2. DAY 02

    Anse du Colombier, St Barth

    A short cruise brings you to Anse du Colombier, a stunning, secluded bay accessible only by boat or a challenging hike. The water here is exceptionally clear, ideal for snorkelling and paddleboarding amongst the turtles.

    • Snorkelling with sea turtles
    • Paddleboarding in calm waters
    • Beach picnic on the sand
    • Hiking the coastal trail
    Anchorage
    Anse du Colombier
    Dining
    Onboard chef prepared meal
  3. DAY 03

    Île Fourchue

    This uninhabited island offers a dramatic volcanic landscape and excellent diving opportunities. Its moon-like terrain provides a stark contrast to the verdant islands, with vibrant marine life below the surface.

    • Diving volcanic reefs
    • Exploring rocky coves by tender
    • Sunset cocktails with panoramic views
    • Star gazing away from light pollution
    Anchorage
    Île Fourchue anchorage
    Dining
    Onboard al fresco dining
  4. DAY 04

    Road Bay, Anguilla

    Sail to Anguilla, renowned for its pristine white-sand beaches. Road Bay is a lively hub with beach bars and restaurants, offering a relaxed Caribbean vibe after the short passage.

    • Relaxing on Road Bay beach
    • Live music at local beach bars
    • Swimming in turquoise waters
    • Observing local fishing boats
    Anchorage
    Road Bay
    Dining
    Jacala Beach Restaurant (fine dining on the beach)
  5. DAY 05

    Sandy Island, Anguilla

    A tiny, idyllic cay off Anguilla, Sandy Island is the epitome of a castaway island. Enjoy fresh lobster and rum punches in this truly unique setting, surrounded by vibrant coral reefs.

    • Snorkelling around the cay
    • Freshly grilled lobster lunch
    • Relaxing on a deserted island
    • Collecting seashells
    Anchorage
    Sandy Island anchorage
    Dining
    Sandy Island Restaurant (beach BBQ)
  6. DAY 06

    Grand Cul de Sac, St Barth

    Return to St Barth to the shallow, protected waters of Grand Cul de Sac. This bay is perfect for watersports, with kitesurfing and windsurfing schools readily available.

    • Kitesurfing or windsurfing lessons
    • Relaxing at Le Sereno Beach Club
    • Paddleboarding in calm, shallow waters
    • Enjoying a spa treatment at a luxury resort
    Anchorage
    Grand Cul de Sac
    Dining
    Le Sereno Restaurant (Italian-inspired fine dining)
  7. DAY 07

    Gustavia, St Barth

    Enjoy a final gourmet breakfast onboard as you make your way back to Gustavia. Disembark with lasting memories of your luxurious St Barts yacht charter, perhaps with some last-minute boutique shopping.

    • Final designer shopping
    • Farewell brunch onboard
    • Visiting the Wall House Museum
    • Reflecting on the week's adventures
    Anchorage
    Gustavia Harbour (marina berth)
    Dining
    Bagatelle St Barth (lively French Riviera atmosphere)
Internal link web

Build a week from this itinerary — every related page

The Blue Ocean Club archive — destinations, sample itineraries, seasonal guides, marquee events, marinas and editorial reading. Everything cross-references everything else, so you can plan a week from any starting point.

Popular destinations
Editorial reading