British Virgin Islands and Lesser Antilles via St Kitts
Caribbean island hopping from St Maarten
When the sun sinks into the sea and steeps the sky in colours no evening repeats.
Interested in this voyage?
Personal advice, no call centre - a reply within 24 hours.
Caribbean from/to Philipsburg
Seven nights under white sails through the British Virgin Islands and Anguilla. From Philipsburg on St Maarten the Star Flyer takes you to those islands once famous as pirate refuges and now among the best sailing grounds in the Caribbean: calm water in the Sir Francis Drake Channel, sheltered bays and beaches still free of high-rise development.
Highlights of the route
- Road Bay on Anguilla, a thin island with fine white sand and 33 beaches, British overseas territory
- Jost van Dyke, the smallest inhabited BVI, home to the legendary Soggy Dollar Bar and a relaxed island vibe
- Sopers Hole on Tortola, an old pirate anchorage lined with colourful Caribbean cottages
- Sir Francis Drake Channel, the sheltered waterway through the BVI, one of the most beautiful sailing areas in the world
- Norman Island, uninhabited, said to have inspired Robert Louis Stevenson’s “Treasure Island”
- Spanish Town on Virgin Gorda with “The Baths” granite formations, unique in the Caribbean
Life on board
The Star Flyer is a classic fully rigged ship with four masts and 16 sails, 170 guests, sporty and unhurried in atmosphere, no dress code, open seating and two pools. Guests are welcome to climb the rigging with the crew or take the helm. Watersports from the floating platform are included.
The Route
Philipsburg
7 nights
Philipsburg
How the route could go:
-
Philipsburg (Sint Maarten) · Embarkation
Philipsburg is the capital of Dutch Sint Maarten - the smallest land mass shared by two nations. Front Street with its duty-free shops and the aeroplane beach bar near Princess Juliana Airport are Caribbean attractions of a very special kind. On the French side of the island, Saint-Martin, life is celebrated with French savoir-vivre: excellent French cuisine meets Caribbean joie de vivre.
-
Road Bay (Anguilla)
Road Bay (also Sandy Ground) is the main anchorage on Anguilla's west coast, famous for fresh lobster grilled right by the water. Lively beach bars and the historic salt-drying site in the hinterland make the place authentically Caribbean.
-
Jost Van Dyke
Jost van Dyke (British Virgin Islands) is barely 8 square kilometres in size, yet famous far beyond the Caribbean. The legendary "Soggy Dollar Bar" at White Bay Beach - where you swim ashore from your anchorage and pay with wet notes - is regarded as the most laid-back beach in the world. At lively White Bay, coconut palms sway over white sand and crystal-clear water, while iguanas, mongooses, pelicans and blue herons have made the hilly island their home - a paradise for photographers.
-
Sopers Hole
Sopers Hole at the western tip of Tortola is a classic Caribbean yacht harbour. The colourful wooden houses, Pusser's Rum Bar and the sheltered bay make the place the most atmospheric marina in the British Virgin Islands.
-
Sir Francis Drake Channel
The Sir Francis Drake Channel is the sheltered waterway between the main islands of the British Virgin Islands. Named after the English privateer who called here in 1595 - today a world-class yachting area with steady 25-knot trade winds and over 40 anchorages in sight.
-
Norman Island (BVI)
Norman Island in the British Virgin Islands is said to have inspired Robert Louis Stevenson's "Treasure Island". The uninhabited island offers cave diving in the sea caves and one of the Caribbean's most popular floating bars. Off the "pirate island" you can explore the caves of Treasure Point, take a guided kayak tour from Peter Island, and climb the hill for sweeping views over the Sir Francis Drake Channel; the beach bars serve grilled fish, seafood and cocktails.
-
Spanish Town
Spanish Town on the BVI island of Virgin Gorda is the gateway to "The Baths" - a rock formation of house-sized granite boulders forming pools, tunnels and grottoes between them. One of the most spectacular geological phenomena in the Caribbean.
-
British Virgin Islands
-
Basseterre (St Kitts)
Basseterre is the capital of Saint Kitts and one of the best-preserved colonial cities in the English-speaking Caribbean. Brimstone Hill Fortress, the "Gibraltar of the Caribbean", has been a UNESCO World Heritage Site since 1999.
-
South Friars Bay (St Kitts)
South Friars Bay lies on the quiet south-eastern coast of Saint Kitts, sheltered by hills and the South East Peninsula. The bay is known for its calm water and relaxed beach-bar atmosphere.
-
Gustavia (St. Barth)
Gustavia is the capital of Saint-Barthélemy and is regarded as the "Côte d'Azur of the Caribbean". The small natural harbour, surrounded by international boutiques, gourmet restaurants and elegant yachts, blends relaxed island feel with European refinement.
-
Philipsburg (Sint Maarten) · Disembarkation
The route of a sailing voyage may change without giving rise to mutual claims.
Climate & best time to sail
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Air °C | 28 | 28 | 29 | 29 | 30 | 31 | 31 | 31 | 31 | 30 | 29 | 28 |
| Sea °C | 27 | 26 | 26 | 27 | 28 | 28 | 29 | 29 | 29 | 29 | 28 | 27 |
| Rain mm | 65 | 50 | 50 | 70 | 110 | 110 | 120 | 140 | 150 | 165 | 140 | 90 |
| Season | dry | dry | dry | dry | wet | wet | wet | wet | wet | wet | wet | dry |
Long-term monthly normals · Reference: Lesser Antilles
Shore Excursions
Selected highlights at the ports on this route. Water sports – kayaking, snorkelling, paddleboarding, windsurfing – are complimentary directly from the ship. Shore excursions are bookable on board.
Jost van Dyke
- Soggy Dollar Bar (swim ashore)
- White Bay Beach
Norman Island
- Snorkelling the Sea Caves
- Pirate treasure trail
Gustavia
- Luxury boutiques & harbour sundowners
- Gouverneur & Saline beaches
Basseterre
- Brimstone Hill Fortress (UNESCO World Heritage)
- Sugar cane train ride
Philipsburg
- Aeroplane beach bar at Maho Beach
- Duty free shopping on Front Street
Destination
Star Flyer
Star Flyer was in 1991 the first ship of the Star Clippers fleet - proof that commercial sailing cruises need not be nostalgia. Four-masted barquentine, 16 sails, 166 guests: travel under sail without compromising on comfort.
In the Caribbean, Star Flyer sails through the Grenadines and the Windward Islands - waters with constant wind and islands that reveal their full magic only under sail.
The Ship
Cabins
Owner Suite
Double bed and sitting area, minibar and bathtub. Note: low ceiling and steps at the entrance.
Category 1
Two single beds convertible to a double, minibar, bathtub and direct deck access.
Category 2
Double bed or two beds convertible to a double, some cabins with a third berth, shower bathroom.
Category 3
Double bed or two beds convertible to a double, some cabins with a third berth, shower bathroom. Cabins on the Clipper Deck are slightly smaller than those on the Commodore Deck.
Category 4
Double bed or two beds convertible to a double, some cabins with a third berth, shower bathroom.
Category 5
Raised double bed or two beds convertible to a double, some cabins with a third berth, shower bathroom.
Category 6
Bunk beds, shower bathroom.
Deck plan · Star Flyer
Cabin prices
Prices per person in double cabin (suites: based on double occupancy), all-inclusive. Subject to availability.
| Category | Price p.P. | Status | |
|---|---|---|---|
| Innenkabine, Kat. VI | € 2.575 | Available | Enquire |
| Innen-/Aussenkabine, Kat. V | € 2.810 | Available | Enquire |
| Aussenkabine, Kat. IV | € 3.065 | Available | Enquire |
| Aussenkabine, Kat. III | € 3.235 | Available | Enquire |
| Aussenkabine, Kat. II | € 3.400 | Available | Enquire |
| Deluxe Aussenkabine, Kat. I | € 3.780 | Available | Enquire |
| Deluxe Aussenkabine, Eigner Kabine | € 4.925 | Available | Enquire |
Prices as of: 14.08.2026
Standard inclusions of the ship voyage
On board
- Unterbringung in der gebuchten Kabine
- Vollpension im Hauptrestaurant: Frühstück, Mittagessen und Abendessen mit offener Sitzordnung, inklusive Galaabend
- Snacks, Canapés und Nachmittagstee in den Bars und Lounges
- Wasser, Kaffee und Tee zu den Mahlzeiten
- Alle Wassersport-Aktivitäten: Schnorcheln, Stand-up-Paddling und Kajakfahren, wetterabhängig
- Aktive Mitsegelmöglichkeiten: Segelsetzen, Steuerrad, Schnupperkurs Knotenkunde
- Sport- und Sonnendecks, Nutzung der Pools, Fitnessraum und Bibliothek
- Bordprogramm und Unterhaltung: Vorträge des Kapitäns, Story Time, Live-Musik, Bordpartys
- Hafen- und Ankergebühren entlang der Route
- Lockere, sportlich-elegante Atmosphäre ohne Kleiderordnung
Not included
- An- und Abreise sowie Flughafentransfers
- Alle Landausflüge der Reederei
- Alle Getränke, welche nicht unter inklusive genannt wurden
- Trinkgelder für Crew und Servicepersonal, am Bordkonto abrechenbar
- Servicegebühr von 15 Prozent auf alle Bar- und Getränkerechnungen
- WLAN/Internet an Bord, kostenpflichtige Datenpakete
- Tauchgänge und Tauchausrüstung
- Wellness, Massagen und Spa-Anwendungen
- Wäscheservice
- Persönliche Ausgaben, Souvenirs und Bordshop
- Reiseversicherungen
Frequently asked questions
How do I book this voyage?
Send us a non-binding enquiry via the form on this page. Our team replies personally within 24 hours with availability, cabin options and a tailored offer. No enquiry fee, no upfront payment.
What is included in the price?
The base price per person (twin cabin) includes the cabin in your chosen category, full board, all port fees and the onboard programme. Flights and transfers are quoted separately. 7 nights from EUR 2.575 p.p.
How many guests sail on the Star Flyer?
A maximum of 166 guests - extraordinarily intimate compared to standard cruise ships. The high crew-to-guest ratio ensures personal attention throughout the voyage.
Can the itinerary change?
Yes - all itineraries are subject to weather, port availability and the captain's decisions. This is part of the charm of small-ship cruising: flexibility allows for unexpected discoveries.
Are there specials for early bookers or solo travellers?
Yes. Early bookers receive discounts for timely booking. Solo travellers often benefit from a reduced or waived single supplement. Simply mention your preferences in the enquiry.
Is my booking protected?
Yes. As a German tour operator, ivent-sailing provides a travel protection certificate (Reisesicherungsschein) under German law. Your payment is fully insured.
What about flights and transfers?
We arrange flights and transfers on request as part of your personal offer. This allows us to find the best connections for your specific departure date and home airport.
Are there shore excursions?
Yes. All cruise lines offer shore excursions - from guided cultural tours to nature experiences. The concepts vary by fleet. We are happy to provide details on available excursions for your chosen voyage.
What water sports and activities are available?
Depending on the ship and route: snorkelling, kayaking, stand-up paddling, diving, and Zodiac landings (on expedition voyages). Many ships have a marina platform for direct access to the water. We will be happy to tell you exactly what is available on your voyage.
When is the best time to sail this voyage?
The best time to sail this route is December to April (dry season).
Non-binding enquiry
Your enquiry reaches a person familiar with this voyage and ship.
