Caribbean
Pirates of the Caribbean
Pirates of the Caribbean Tour - 11 Night Itinerary
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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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
Tour Route
- St Martin - 4 Nights
- Philipsburg, St Maarten - 1 Night
- Anguilla - 1 Night
- British Virgin Islands - 3 Nights
- St Kitts - 1 Night
- St Barts - 1 Night
- St Maarten
This itinerary can be tailored to your preferences by our specialist advisors, who can provide a guaranteed price based on your choice of departure date, route, duration, flights, cabin, hotels, transport and excursions.
Request QuotationTour Itinerary

St Martin
4 NightsDay 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
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.
Monday, 23 June 2025
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.
Tuesday, 24 June 2025
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.
Wednesday, 25 June 2025
At leisure in La Samanna
Your final day at La Samanna to enjoy, before the start of your cruise.

Belmond La Samanna
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…

Philipsburg, St Maarten
1 NightDay 5 - Embark Star Flyer in St Maarten
- Full Description
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.

Anguilla
1 NightDay 6 - Road Bay, Anguilla
- Full Description
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.

British Virgin Islands
3 NightsDay 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
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.
Sunday, 29 June 2025
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.
Monday, 30 June 2025
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.

St Kitts
1 NightDay 10 - Basseterre & South Friers Bay
- Full Description
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.

St Barts
1 NightDay 11 - Gustavia, St Barts
- Full Description
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.

St Maarten
Day 12 - Disembark in St Maarten & fly back to the UK
Day 13 - Arrive in the UK
- Full Description
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.
Friday, 04 July 2025
Arrive in the UK
Arrive back in the UK in the morning.
Price Guidelines
Season | Low Season | High Season | |
---|---|---|---|
Travel Dates | January-March 2025 | Dec 2024 and 2025 | |
Room Arrangement | Deluxe | First | Deluxe |
Multiple Travellers - Twin Rooms | £4,837 | £4,730 | £6,987 |
Prices are a guideline per person, for travel within the next year and booking early and are subject to availability. Please see below what is included and request a detailed quotation with a guaranteed price for your specific departure date and for Special Events, Summer, 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
Complete a form or call our specialist advisors to start planning your trip. Please provide as much information as possible, and we will aim to respond to your enquiry the same or next working day.
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READY - 16 June 2025
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