Blue Ocean Club
7 days · 7 stops

7-Day Philipsburg Yacht Charter Itinerary: St. Maarten & Anguilla Exploration

Embark on a captivating Philipsburg yacht charter, a journey through the vibrant dual-nation island of St. Maarten and its tranquil neighbour, Anguilla. Imagine waking to the gentle lapping of waves against your hull, the Caribbean sun warming your skin as you prepare for a day of exploration. This Philipsburg yacht charter itinerary promises a blend of lively island culture, exquisite dining, and the serene beauty of secluded coves. Discover hidden gems, snorkel in crystal-clear waters, and savour the unique charm of these Leeward Islands.

Cruising region: Caribbean Yacht Charter

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  1. DAY 01

    Philipsburg, St. Maarten

    Begin your Philipsburg yacht charter adventure in the bustling capital of Dutch St. Maarten. Explore the duty-free shops along Front Street and soak in the vibrant atmosphere of Great Bay.

    • Duty-free shopping on Front Street
    • Relaxing on Great Bay Beach
    • Visiting the historic Fort Amsterdam
    • Sampling local Dutch Caribbean cuisine
    Anchorage
    Great Bay
    Dining
    Holland House Beach Hotel Restaurant
  2. DAY 02

    Grand Case, St. Martin

    Sail north to the culinary capital of the French side, Grand Case. Enjoy gourmet dining and the relaxed charm of this picturesque village.

    • Gourmet dining at waterfront restaurants
    • Strolling along Grand Case Beach
    • Snorkelling in the calm bay
    • Visiting local art galleries
    Anchorage
    Grand Case Bay
    Dining
    Le Pressoir
  3. DAY 03

    Tintamarre Island

    A short sail brings you to the uninhabited Tintamarre Island, part of the French Nature Reserve. Enjoy pristine beaches and excellent snorkelling.

    • Swimming with sea turtles
    • Relaxing on the secluded white sand beach
    • Exploring the island's walking trails
    • Bird watching
    Anchorage
    Tintamarre Bay
    Dining
    Onboard gourmet picnic
  4. DAY 04

    Road Bay, Anguilla

    Cross the border into Anguilla, clearing customs at Road Bay. This bay offers a lively atmosphere with beachfront bars and restaurants.

    • Clearing customs into Anguilla
    • Enjoying live music at 'Elvis' Beach Bar'
    • Swimming and sunbathing on Road Bay Beach
    • Sampling fresh seafood
    Anchorage
    Road Bay
    Dining
    Dolce Vita
  5. DAY 05

    Little Bay & Crocus Bay, Anguilla

    Anchor in the stunning Crocus Bay and tender to the tiny, secluded Little Bay, famous for its dramatic cliffs and excellent snorkelling.

    • Snorkelling in crystal-clear Little Bay
    • Cliff jumping (for the adventurous)
    • Relaxing on Crocus Bay Beach
    • Kayaking or paddleboarding
    Anchorage
    Crocus Bay
    Dining
    DaVida Restaurant Bayside Grill
  6. DAY 06

    Sandy Ground, Anguilla

    Return to Sandy Ground for a relaxed evening. This charming fishing village transforms into a hub of activity as the sun sets.

    • Enjoying a 'rum punch' at a beach bar
    • Watching the sunset over the harbour
    • Dining at a casual beachfront eatery
    • Shopping for local crafts
    Anchorage
    Sandy Ground
    Dining
    Jacala
  7. DAY 07

    Simpson Bay, St. Maarten

    Sail back to St. Maarten and spend your final day in the lively Simpson Bay Lagoon. Enjoy watersports or relax on the beach before disembarking.

    • Watching planes land at Princess Juliana Airport
    • Enjoying watersports in Simpson Bay Lagoon
    • Relaxing on Simpson Bay Beach
    • Last-minute souvenir shopping
    Anchorage
    Simpson Bay Lagoon
    Dining
    IZI Ristorante Italiano
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