A fascinating sailing holiday from St Maarten to the unspoilt British Virgin Islands including stunning beaches at Virgin Gorda and Jost Van Dyke, plus rainforested St Kitts and glamorous St Barts
Cruising under sail is the perfect way to appreciate the slow pace and natural beauty of the Caribbean islands. This full-board sailing cruise visits unspoilt islands with white-sand beaches and included watersports, snorkelling and optional scuba diving. Interesting excursions complement this stress-free itinerary.
Leaving St Maarten in the Dutch West Indies, this 7-night cruise aboard Star Flyer first visit the island of Anguilla, where a mixture of down-to-earth island culture and powdery sandy beach is a relaxing introduction to Caribbean life.
Virgin Gorda is the first of four calls in the British Virgin Islands, where the 1000-ft Gorda Peak slopes down to the sea. Massive boulders are strewn along the sandy beach at the famous 'Baths'. Uninhabited Norman Island is skirted with sea-caves, thought to be the hiding-place for the booty which inspired Robert Louis Stevenson's 'Treasure Island'.
There is time to relax on the 'barefoot' island of Jost Van Dyke, noted for its Soggy Dollar Bar, before sailing to the rainforested island of St Kitts. The sailing cruise last call is at St Barts in the French West Indies. The capital, Gustavia, is now visited by the large yachts of the rich and famous, with a mixture of local facilities and upmarket boutiques.
Use of ship’s watersports and snorkelling equipment
We can arrange flights, transfers and hotel stays to suit
Port Taxes
Cruise Map
Itinerary
Day 1Philipsburg (St Maarten, Netherlands Antilles)
Embark Star Flyer
Day 2Road Bay, Anguilla (British Windward Islands)
Anguilla is only 17 miles long, but it has fine sandy beaches, ideal for the ship's water-sports activities. A relaxing introduction to the Caribbean.
Day 3White Bay, Jost Van Dyke (British Virgin Islands) - Sopers Hole, Tortola (British Virgin Islands)
Tiny Jost Van Dyke is known to travellers as the 'barefoot' island. With some of the best and least crowded beaches in the Caribbean and a relaxed atmosphere, it's the perfect place to unwind. Why not try the famour 'Painkiller' rum cocktail at the Soggy Dollar Bar or another of the laid-back beach bars. Later, moor at the yachting centre of Soper's Hole set in a stunning bay.
Day 4The Bight, Norman Island (British Virgin Islands)
Norman Island is thought to have been the inspiration for Robert Louis Stevenson's 'Treasure Island'. In 1750 the crew of a Spanish galleon mutinied, and numerous chests of silver coins were buried on the island. Norman Island is uninhabited,but it has a restaurant on the beach and excellent snorkelling.
Day 5Spanish Town, Virgin Gorda (British Virgin Islands) - Captain's Best (British Virgin Islands)
Virgin Gorda was discovered by Christopher Columbus in 1493, and is noted for its famous Baths with swimming areas among large boulders on the sheltered beach. Spanish Town is a great place for shopping
Day 6Basseterre (St Kitts) - South Friars Bay (St Kitts)
St Kitts is an island of rolling hills and lush rainforest vegetation. Stroll capital Basseterre's historic district, with its colonial and Creole influences, and spot the Circus, a small roundabout modelled on London's Piccadilly.
Day 7Gustavia (St Barts)
The rocky island of St Barts was a trade port where booty from sea raids was stored or sold. Now it is visited by luxury yachts owned by the world's wealthiest, and the pretty capital of Gustavia has upmarket boutiques and good French restaurants. Inland discover colourful flora and small settlements in the hills and valleys.
Day 8Philipsburg (St Maarten, Netherlands Antilles)
Disembark Star Flyer
Standard ItineraryThe Captain reserves the right to alter the itinerary to suit wind and weather conditions.
Dates and Prices
28 November 2026 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
12 December 2026 - St Maarten and back - Sailing on : Star Flyer From: £1950pp
Cat 6
Brochure Price from£1950pp
Blue Water Price from£1950pp
Cat 5
Brochure Price from£2125pp
Blue Water Price from£2125pp
Cat 4
Brochure Price from£2320pp
Blue Water Price from£2320pp
Cat 3
Brochure Price from£2455pp
Blue Water Price from£2455pp
Cat 2
Brochure Price from£2585pp
Blue Water Price from£2585pp
Cat 1
Brochure Price from£2895pp
Blue Water Price from£2895pp
Owners Suite
Brochure Price from£3775pp
Blue Water Price from£3775pp
26 December 2026 - St Maarten and back - Sailing on : Star Flyer From: £2060pp
Cat 6
Brochure Price from£2060pp
Blue Water Price from£2060pp
Cat 5
Brochure Price from£2245pp
Blue Water Price from£2245pp
Cat 4
Brochure Price from£2450pp
Blue Water Price from£2450pp
Cat 3
Brochure Price from£2595pp
Blue Water Price from£2595pp
Cat 2
Brochure Price from£2735pp
Blue Water Price from£2735pp
Cat 1
Brochure Price from£3065pp
Blue Water Price from£3065pp
Owners Suite
Brochure Price from£3995pp
Blue Water Price from£3995pp
09 January 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
23 January 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
20 February 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
06 March 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
20 March 2027 - St Maarten and back - Sailing on : Star Flyer From: £2005pp
Cat 6
Brochure Price from£2005pp
Blue Water Price from£2005pp
Cat 5
Brochure Price from£2185pp
Blue Water Price from£2185pp
Cat 4
Brochure Price from£2385pp
Blue Water Price from£2385pp
Cat 3
Brochure Price from£2525pp
Blue Water Price from£2525pp
Cat 2
Brochure Price from£2660pp
Blue Water Price from£2660pp
Cat 1
Brochure Price from£2980pp
Blue Water Price from£2980pp
Owners Suite
Brochure Price from£3885pp
Blue Water Price from£3885pp
Customer Reviews
Star Clipper Cruise Treasure Islandswith Star Clippers★★★★★5/5by Jenny & Bob ArberFeb 2025
We had a fabulous time on this cruise, it was the first time we had ever been on a cruise, and we will definitely go with Star Clippers again! It was perfect, met some lovely people, the crew made everyone feel like friends and above all it was a sailing cruise! Small ship so able to anchor in bays and tender in instead of having to go into big ports. It was just superb !
Star Flyer Xmas spectacular in the Caribbeanwith Star Clippers★★★★★4.8/5by Phil ReevesJan 2024
Star Flyer is an exceptional ship with an exceptional crew. The whole two weeks were magincal.