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Caribbean Holidays

Pirates of the Caribbean

11 Night Itinerary from  £4,837

Pirates of the Caribbean Tour

A wonderful holiday combining a few days at the luxury Belmond La Samanna Resort in St Martin with a 7-night classic Caribbean cruise aboard the elegant Star Flyer.

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Tour Route

Travel Highlights

  • Departing the UK: 23 Jan, 6, 20 Feb, 5, 19 Mar, 3, 17 Dec 2024; 14,28 Jan, 11, 25 Feb and 11 Mar 2025  
  • Enjoy 4-nights at the glamorous luxury resort of La Samanna, St Martin
  • Choose from a range of accommodation, from sea view rooms to suites or cottages
  • Relax on soft white sandy beaches and enjoy the many facilities of the resort
  • Take a 7-night Star Flyer cruise with all meals, port transfers and port taxes included
  • Be invigorated by joys of sailing in the style of the golden age of travel
  • Visit stylish Road Bay, Anguilla and explore the British Virgin Islands
  • Discover a fascinating history of pirates, mooring in quiet coves for a dip in the azure sea
  • Visit the capitals of St Kitts and St Barts, with a charming French and British ambiance in the sun

This itinerary can be tailored to your preferences by our specialist advisors, who can provide a guaranteed price based on your choice of route, duration, flights, hotels, transport and excursions.

Tour Itinerary

A plunge pool in one bedroom suite

St Martin - 4 Nights

Day 1 - Fly to St Maarten, transfer to La Samanna

Day 2 - At leisure in La Samanna 

Day 3 - At leisure in La Samanna

Day 4 - At leisure in La Samanna

  • Full Description
  • Accommodation

Thursday, 25 April 2024

Fly to St Maarten, transfer to St Martin

Depart the UK on a daytime flight to St Maarten, arriving in the evening. On arrival, transfer to St Martin and the luxurious La Samanna Hotel for a 4-night stay including breakfast.

Friday, 26 April 2024

At leisure in La Samanna

Relax and enjoy the fine facilities of the wonderful Belmond La Samanna, and take a dip in the warm Caribbean Sea.

Saturday, 27 April 2024

At leisure in La Samanna

Make use of the hotel's many facilities, relax on the beach and perhaps take a guided tour of St Martin.

Sunday, 28 April 2024

At leisure in La Samanna

Your final day at La Samanna to enjoy, before the start of your cruise.

Belmond La Samanna

St Martin and St Maarten - Deluxe Resort

Belmond La Samanna Resort is nestled on a hill, surrounded by 55 acres of lush gardens and overlooking a spectacular beachfront. A complete resort in itself, from its private beach to its poolside terrace, la Samanna is everything you could wish for in a Caribbean hideaway. The resort offers 81 guestrooms and suites in 13 two-story villas arrayed above the beach, in two two-story villas on a limestone cliff above the sea, and on three floors above the lobby in the main building. All rooms and suites feature balconies or ground-floor patios with Caribbean Sea views.

The French side of the island of Saint Martin is really French: cafes with outdoor sitting areas and typical character. There are hidden hotspots to explore and enjoy sipping cocktails at the local bars. Head to historic Fort Louis for the day and visit the Marigot market to sample local delights.

View our Inclusive Tour to Belmond La Semanna, Saint Martin with flights and transport

Las Ext View Baie Longue03 2580X1451
Poc Stmaarten

Philipsburg, St Maarten - 1 Night

Day 5 - Embark Star Flyer in St Maarten

  • Full Description

Monday, 29 April 2024

Embark Star Flyer in St Maarten

The smallest island in the world shared by two countries, St. Martin/St. Maarten is big on shopping. After your last morning relaxing in La Samanna, transfer to Philipsburg, St Maarten and embark Star Flyer. Your ship overnights here, so you can enjoy the relaxed ambience and shopping opportunities in St Maarten's capital.

Poc Anguilla

Anguilla - 1 Night

Day 6 - Road Bay, Anguilla


  • Full Description

Tuesday, 30 April 2024

Road Bay, Anguilla

Today we arrive in Anguilla. Columbus thought this long flat island with its multitude of white sand coves looked like an undulating eel, so he named it Anguilla. The island has been a British colony/dependency since it was first settled in 1650. Recently, Anguilla has been discovered by the cognoscenti, who find the island's small upscale resorts an ideal retreat to get away from it all. Try the haute cuisine at Malliouhana, or the Arabian Nights ambience of Pimms.

Poc Jost Van Dyke

British Virgin Islands - 3 Nights

Day 7 - Jost Van Dyke & Soper's Hole, Tortola

Day 8 - Sir Francis Drake Channel and Norman Island 

Day 9 - Spanish Town, Virgin Gorda

  • Full Description

Wednesday, 01 May 2024

Jost Van Dyke and Soper's Hole

Arrive in Jost van Dyke Once the hideaway for a Dutch pirate of the same name, Jost van Dyke welcomes visitors with first-rate hiking trails and the best beaches in the British Virgin Islands. Be sure to have a drink at the famous Foxy's Tamarind Bar in Great harbour.

Continue to Soper's Hole is where ‘laid back' is a jealously cultivated way of life. Visit the nearby ruins of 17th century Dutch Fort Recovery. There are also several favourite ‘watering holes', beloved by crews of visiting yachts, where the local gossip flows as freely as the rum.


Thursday, 02 May 2024

Sir Francis Drake Channel and Norman Island 

Today we sail through the famous Sir Francis Drake channel of water named after the famous sailor south of Tortola and runs the full length of the island from St John to Virgin Gorda. On the south side of the channel are several smaller islands where you will find Norman and Peter Island.

This uninhabited island is where many believe Robert Louis Stevenson became inspired to pen his famous pirate novel, Treasure Island. Star Clippers will drop you off on a jetty where you can walk onto the beach.


Friday, 03 May 2024

Spanish Town, Virgin Gorda

Take a bath at the "Baths", Virgin Gorda's unique water grottos formed eons ago by ancient lava flows. Huge boulders lie scattered around the natural pools, which are delightful for swimming or soaking. Virgin Gorda is also home to Little Dix Bay, the Bitter End Yacht Club, some excellent beaches, and the best sailing around.

The Captain will choose an anchorage with a lovely beach. BVI beaches are among the world's most beautiful, and better yet, are endlessly varied.


Poc Stkitts

St Kitts - 1 Night

Day 10 - Basseterre & South Friers Bay

  • Full Description

Saturday, 04 May 2024

Basseterre & South Friers Bay

St. Kitts' was the first successful colony in the British West Indies. Shop in colourful Basseterre, play golf and tour old plantation houses. For the adventuresome there's a brisk hike through the rainforest.

Poc Stbarts

St Barts - 1 Night

Day 11 - Gustavia, St Barts

  • Full Description

Sunday, 05 May 2024

Gustavia, St Barts

In its elegant little capital of Gustavia, French joie de vivre is tempered by Swedish spic and span neatness. Diversions include duty-free shopping in exquisite boutiques, beautiful beaches, excellent dining and people-watching.

Your crew provide the best service

St Maarten - 0 Nights

Day 12 - Disembark in St Maarten & fly back to the UK

Day 13 - Arrive in the UK

  • Full Description

Monday, 06 May 2024

Disembark in St Maarten & fly back to the UK

We arrive back in Philipsburg and disembark after breakfast. After a relaxing day, transfer to the airport for your overnight flight back to the UK.

Tuesday, 07 May 2024

Arrive in the UK

Arrive back in the UK in the morning.

Price Guidelines

Season Low Season High Season
Travel Dates January-March 2024 and 2025 Dec 2023 & 2024
Room Arrangement Deluxe First Deluxe
Multiple Travellers - Twin Room £4,837 £4,730 £6,987

Prices are a guideline and per person. Please request a quote for Special Events, Christmas, New Year's Eve & Easter.

What's Included

  • 13 Days/11 Nights
  • International flights (1 overnight)
  • 4-night stay including breakfast at the Belmon La Samanna
  • 7-night Star Flyer cruise including all meals and transfers in port
  • Port taxes
  • All transfers
  • Prices are per person
  • Prices for Special Events, Christmas, New Year's Eve, Easter on request

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READY - 20 April 2024

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TRAVEL INSURANCE with extensive COVID-19 cover