Star Clippers tall ships under full sail at sunset

Caribbean Cruise Star Flyer

10-Day Flight Inclusive PackageFrom £3,240Flights & hotel included
8-Day Cruise OnlyFrom £1,950
Departure DatesNov 2026 to Mar 2027

10-Day
Flight Inclusive Package
From: £3,240

8-Day Cruise Only
From: £1,950

Departure Dates
Nov 2026 to Mar 2027

01The cruise

Caribbean Cruises aboard Star Flyer

Experience the charm of traditional sailing on a Caribbean cruise aboard Star Flyer, a stunning tall ship that blends timeless elegance with modern comfort – an intimate, authentic sailing experience reminiscent of the golden age of exploration. With her billowing sails and sleek design, Star Flyer takes you to some of the Caribbean’s most beautiful islands.

Leeward or Windward Islands

Both itineraries start in Philipsburg, St Maarten. The Leeward Islands route explores serene beaches, secluded coves and charming coastal towns, while the Windward Islands bring lush tropical landscapes, vibrant coral reefs and the unique cultures of the Caribbean – two exquisite ways to enjoy the perfect Caribbean getaway.

Your Holiday Package Includes:

  • Return flights from the UK & In-destination transfers
  • 7 Night cruise on a full-board basis
  • 2 Night Hotel on a B&B basis

02Caribbean Cruise Star Flyer

Cruise Highlights

  • Charlestown pier and Nevis Peak, Nevis

    Nevis

    Nevis

    This picturesque island is home to Charlestown, a historic town filled with colonial architecture and a charming harbor.

  • Snorkeller among the granite boulders of The Baths, Virgin Gorda

    Virgin Gorda

    Virgin Gorda

    This island is famous for its stunning beaches, including The Baths, a unique formation of large boulders and crystal-clear waters.

  • White Bay on Jost Van Dyke, British Virgin Islands

    BVI

    British Virgin Islands

    The Bight, Norman Island, Soper’s Hole, and Tortola are all must-visit destinations in the BVI, each offering its own unique blend of natural beauty and vibrant Caribbean culture.

  • Yachts in Falmouth Harbour and English Harbour, Antigua

    Antigua

    Antigua

    This island is famous for its historic harbour of Falmouth Harbour, as well as its beautiful beaches, such as Half Moon Bay and Dickenson Bay.

  • Yachts in the turquoise harbour of Gustavia, St Barths

    St Barths

    St Barths

    This chic and upscale island is known for its luxury shopping, dining, and vibrant nightlife. Don’t miss exploring the charming harbour town of Gustavia.

  • Sun loungers and parasols on the beach at La Playa Orient Bay, St MartinPlay the video

    Caribbean Cruise Star Flyer

    Watch the video

03The route

Day-by-Day Itinerary

The Leeward Islands & Treasure Islands Itineraries

Treasure Islands Itinerary

  • Sun loungers and parasols on the beach at La Playa Orient Bay, St MartinDay 1Thursday

    Fly to St Maarten

    A Luxurious Beachfront Escape

    Nestled on a pristine beach, The Orient Bay La Playa is a boutique hotel offering the perfect retreat before your cruise. Its intimate ambiance and beachfront location create a serene escape after your flight.

  • La Playa Orient Bay ResortDay 2Friday

    La Playa Orient Bay Resort

    A Day of Leisure in Paradise

    Wake up to the sound of waves and enjoy a relaxed breakfast overlooking the turquoise waters. Spend the day lounging by the pool, strolling along the beach, or exploring local shops and cafés.

    Meals included: Breakfast
  • Palm trees on the Front Street boardwalk in Philipsburg, St MaartenDay 3Saturday

    Philipsburg, St Maarten

    Embark on Your Caribbean Voyage

    Today, your Star Flyer adventure begins. After a relaxed morning, enjoy a hassle-free transfer to the port, included in your package. Arrive in Philipsburg, where your majestic tall ship awaits.

    Meals included: Breakfast & Dinner
  • Turquoise water and white sand at Road Bay, AnguillaDay 4Sunday

    Road Bay, Anguilla

    Discover the Hidden Gem of Anguilla

    Arrive in Anguilla, a serene Caribbean retreat known for its pristine beaches and exclusivity. This British territory, named by Columbus, offers a luxurious escape away from the crowds.

    Meals included: Breakfast, Lunch, Dinner
  • White Bay & Soper’s HoleDay 5Monday

    White Bay & Soper’s Hole

    Discover the Magic of Jost Van Dyke

    Once a pirate’s hideaway, Jost Van Dyke is now a Caribbean paradise with pristine beaches and scenic trails. A must-visit on your cruise, it offers both adventure and relaxation.

    Meals included: Breakfast, Lunch, Dinner
  • The Bight, Norman Island (BVI) – Soper’s Hole, TortolaDay 6Tuesday

    Sir Francis Drake Channel & Norman Island

    Sail the Legendary Sir Francis Drake Channel

    Cruise the stunning Sir Francis Drake Channel, a breathtaking waterway lined with emerald isles. Pass Norman and Peter Island, where crystal-clear waters and lush landscapes create the ultimate sailing experience.

    Meals included: Breakfast, Lunch, Dinner
  • Snorkeller among the granite boulders of The Baths, Virgin GordaDay 7Wednesday

    Virgin Gorda

    Discover the Natural Wonder of The Baths

    Swim through The Baths, a stunning maze of granite boulders forming hidden sea caves and tranquil pools. This iconic Virgin Gorda landmark offers an unforgettable mix of adventure and relaxation.

    Meals included: Breakfast, Lunch, Dinner
  • Colourful waterfront of Basseterre, St KittsDay 8Thursday

    St Kitts

    Discover the Historic Charm of St. Kitts

    Step into the past on St. Kitts, the first British colony in the West Indies. Wander through Basseterre’s vibrant streets, explore historic plantations, or hike lush rainforests for breathtaking island views.

    Meals included: Breakfast, Lunch, Dinner
  • Yachts in the turquoise harbour of Gustavia, St BarthsDay 9Friday

    Gustavia, St Barts

    Experience the Elegance of Gustavia

    Discover Gustavia, where French sophistication meets Swedish charm. Stroll past colonial architecture, browse designer boutiques, or unwind on pristine beaches.

    Meals included: Breakfast, Lunch, Dinner
  • Great Bay beach and Philipsburg, St MaartenDay 10Saturday

    Philipsburg, St. Maarten

    The End of an Unforgettable Journey

    Your Tall Ship adventure concludes as you disembark in Philipsburg, taking a final look at the sparkling Caribbean waters. With cherished memories of breathtaking islands, it’s time to say goodbye.

    Meals included: Breakfast

Leeward Islands Itinerary

  • Fly to Saint MartinDay 1Thursday

    Fly to St Maarten

    A Tranquil Beachfront Arrival

    Arrive in St. Maarten and settle into The Orient Bay La Playa, a boutique hotel set along a pristine beach. This serene retreat offers the perfect place to unwind after your flight.

  • La Playa Orient Bay ResortDay 2Friday

    La Playa Orient Bay Resort

    A Blissful Day in Paradise

    Wake up to the gentle sound of the waves and enjoy a leisurely breakfast with panoramic ocean views. Spend your day at your own pace—relax by the pool, take a scenic beach walk, or explore the nearby boutiques and cafés.

    Meals included: Breakfast
  • Palm trees on the Front Street boardwalk in Philipsburg, St MaartenDay 3Saturday

    Philipsburg, St Maarten

    Begin Your Tall Ship Journey

    Your Star Flyer adventure sets sail today. Start your morning with a relaxed breakfast before a smooth pre-arranged transfer takes you to the bustling port of Philipsburg, where your magnificent ship awaits.

    Meals included: Breakfast & Dinner
  • Barbuda a true sanctuary for nature loversDay 4Sunday

    River Bay, Barbuda

    Discover Barbuda’s Hidden Paradise

    Explore River Bay, a secluded Caribbean gem where pink-tinged sands meet crystal-clear waters. Ideal for swimming and snorkeling, this untouched haven remains free from mass tourism, offering true serenity.

    Meals included: Breakfast, Lunch, Dinner
  • View from the helm of a tall ship anchored off Cabrits, DominicaDay 5Monday

    Cabrits, Dominica

    A Spectacular Sailing Encounter

    Experience an unforgettable moment as Star Flyer and Royal Clipper glide side by side south of Îles des Saintes, a breathtaking sight in the Caribbean waters.

    Meals included: Breakfast, Lunch, Dinner
  • Terre De Haut, Iles Des SaintesDay 6Tuesday

    Terre-de-Haut, Îles des Saintes

    A Caribbean Jewel Awaits

    Discover the stunning Îles des Saintes, an enchanting archipelago off Guadeloupe. With pristine beaches and vibrant marine life, it’s a paradise for water lovers.

    Meals included: Breakfast, Lunch, Dinner
  • Sandy beach and green hills at Deshaies, GuadeloupeDay 7Wednesday

    Deshaies Guadeloupe

    Sailing into Natural Beauty

    Arrive in Guadeloupe, a butterfly-shaped island divided by the Rivière Salée. Its mountainous Basse-Terre side is home to La Soufrière, an active volcano where steaming water gushes from its summit.

    Meals included: Breakfast, Lunch, Dinner
  • Yachts in Falmouth Harbour and English Harbour, AntiguaDay 8Thursday

    Falmouth Harbour, Antigua

    Step Into Maritime History

    Sail into Falmouth Harbour, home to the legendary Nelson’s Dockyard, a vibrant hub of Caribbean yachting history. Stroll past historic inns, weathered docks, and charming pubs that tell tales of Admiral Nelson’s legacy.

    Meals included: Breakfast, Lunch, Dinner
  • Yachts in the turquoise harbour of Gustavia, St BarthsDay 9Friday

    Gustavia, St Barths

    A Chic Caribbean Finale

    Arrive in Gustavia, the elegant capital of St. Barts, where French and Caribbean influences blend seamlessly. Stroll along the scenic harbor lined with historic buildings, boutique shops, and inviting cafés.

    Meals included: Breakfast, Lunch, Dinner
  • Great Bay beach and Philipsburg, St MaartenDay 10Saturday

    Philipsburg, St. Maarten

    A Memorable Farewell

    Your Tall Ship journey concludes as you disembark in Philipsburg, St. Maarten, a vibrant port city blending Caribbean charm with modern comforts.

    Meals included: Breakfast

Ports of call: St Maarten, Anguilla, White Bay, Guadeloupe, Sir Francis Drake Channel, Virgin Gorda, Gustavia, St Barts, St. Kitts, Cabrits, Dominica, Barbuda, Terre-de-Haut, Îles des Saintes, Falmouth Harbour, Antigua

Treasure Islands

Treasure Islands cruise route map: St Maarten, Anguilla, Jost Van Dyke, Norman Island, Virgin Gorda, St Kitts, St Barths and back to St Maarten

Leeward Islands

Leeward Islands cruise route map: St Maarten, Barbuda, Dominica, Îles des Saintes, Guadeloupe, Antigua, St Barths and back to St Maarten

Best Time to Visit the Caribbean

December through May is considered the dry season, while June through November is considered the more humid season. In general, rainstorms pass quickly and the sun shines on most days. Average air temperatures in coastal areas range from 22º to 30º C (72º to 86º F) and in inland areas, from 19º to 27º C (66º to 81º F). Naturally, travelers will find more rain and cooler temperatures in the rain forests and higher elevations. The warm coastal water temperatures stay between 20º and 23º C (68º and 74º F).

Cruise routes may need to be varied in the event of adverse weather and operating conditions at the captains discretion, in the interests of the comfort and safety of guests. The Captain and Cruise Director will keep you fully briefed on the daily programme.

04Your vessel

The elegant Star Flyer

Star Clippers tall ship under full sail past dramatic cliffs

Four-masted clipper · Built 1991

Star Flyer

Guests
166
Crew
74
Length
115.5m
Masts
4
Sails
16
Sail area
3,365m²
Mast height
63m
Speed
5–17 knots
Beam
15m
Draft
5.8m
Gross tonnage
2,298
Registry
Malta

Deck plans & cabinsView all 9 photos

Embark on the Star Flyer.Smiling officers in white uniforms on a Star Clippers shipCrew in white uniforms at the rail of a Star Clippers tall ship under sailPelican on a wooden jetty above turquoise water in the CaribbeanCrew working the sails on a Star Clippers shipSwan-shaped choux pastry dessert served on a Star Clippers cruiseCoiled rope on a belaying pin on the deck of a Star Clippers tall shipStar Clippers tall ship anchored off granite boulders in turquoise water

A Classic Tall Ship

Star Flyer is a four-masted clipper that pairs the character of traditional tall-ship sailing with modern small-ship comfort.

Spacious Decks & Lounges

Wide teak decks, two swimming pools, a tropical bar and welcoming indoor lounges give everyone room to relax.

Nautical Cabins, Relaxed Dining

Wood-panelled, air-conditioned cabins in nautical style, and open-seating meals with buffet breakfasts and multi-course dinners.

Life Under Sail

Watch the crew set her 16 sails, join a supervised mast climb, or enjoy kayaking and other water sports when conditions allow.

Decks & cabins

Find your cabin on board

Choose a deck to see its plan, then tap a gold point for the cabins. Every cabin is compared below, with prices from the price list.

Decks of Star Flyer

Sun DeckCategory 1 - Sun Deck
Sun Deck plan, Star Flyer

CabinsPhoto of the area

Category 1 - Sun Deck, Star Flyer1S

Sun Deck · Star Flyer

Category 1 - Sun Deck

  • 14.5 m²

In every cabin

  • Two lower beds convert to double bed
  • Minibar
  • Bathroom with whirlpool bath
  • Cabin doors open onto deck

Compare the cabins

Cabin Facilities

Your cabin is ingeniously designed for comfort and efficiency, with:

  • Private bathroom
  • Air-conditioning
  • Flatscreeen TV/DVD player (except category 6)
  • Hairdryers
  • Private safe located inside the closet
  • Radio
  • Telephone
  • Under bed storage

All cabins are non-smoking

05Your Hotel

St Maarten – 4* hotel, La Playa Orient Bay

Enjoy a luxurious day at La Playa Orient Bay, relaxing on pristine white sands, swimming in turquoise waters, and savoring gourmet Caribbean-French cuisine. Unwind with a tropical cocktail and take in the breathtaking views of Orient Beach.

A Beachfront Oasis

A boutique-style hotel on Orient Bay, one of the island’s most beautiful beaches, with its own section of private beach.

Charming Accommodation

Spacious, well-appointed rooms in charming two-storey buildings, set in lush tropical gardens along the beachfront.

Award-Winning Comfort

A renowned beachfront restaurant, French-Caribbean cuisine and a TripAdvisor Travellers’ Choice Award in 2022.

Perfect Location

On the French side of the island, within easy reach of both the airport and the cruise port at Philipsburg.

Facilities

  • Outdoor swimming pool
  • Free parking
  • LA PLAYA RESTAURANT
  • Non-smoking rooms
  • Facilities for disabled guests
  • WiFi available in all areas
  • Tea/coffee maker in all rooms
  • Bar
  • Private beach area
  • Very good breakfast

Room options

Classic Junior Suite (Included in your Holiday)

The following room types are available with a supplement

  • Deluxe Junior Suite
  • Premium Junior Suite Ocean
  • Premium Junior Suite Garden

06Departure dates

Prices

Caribbean Cruise Star Flyer flight inclusive package

Prices (£) per person from:

Including: flights, transfers, 2 nights stay in a Hotel, 7 nights Cruise & port charges
Departure DatesRouteCat 6Special OffersCat 5Special OffersCat 4Special OffersCat 3Special OffersCat 2Special offersCat 1Special offersOwner's suiteSpecial offersGuranteed singleSpecial offers
26/11/2026Treasure£3,240£3,415£3,610£3,745£3,875£4,185£4,965£4,060
03/12/2026Leeward£3,240£3,415£3,610£3,745£3,875£4,185£4,965£4,060
10/12/2026Treasure£3,240£3,415£3,610£3,745£3,875£4,185£4,965£4,060
17/12/2026Leeward Christmas£3,695£3,875£4,075£4,215£4,350£4,670£5,575£4,580
24/12/2026Treasure New Year£3,750£3,935£4,140£4,285£4,425£4,755£5,685£4,650
31/12/2026Leeward£3,240£3,415£3,610£3,745£3,875£4,185£4,965£4,060
07/01/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
14/01/2027Leeward£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
21/01/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
28/01/2027Leeward£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
04/02/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
11/02/2027Leeward£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
18/02/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
25/02/2027Leeward£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
04/03/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
11/03/2027Leeward£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130
18/03/2027Treasure£3,295£3,475£3,675£3,815£3,950£4,270£5,175£4,130

What is included

  • Flights from London or Manchester
  • All local transfers
  • 2 nights at La Playa Orient Bay(or similar) on a bed and breakfast basis
  • Accommodation on board Star Flyer for 7 nights in your chosen grade of cabin
  • Full board basis including buffet style breakfast & lunch, afternoon tea and midnight snack; 6 course à la carte dinner service
  • Tea/coffee and water
  • Complimentary watersports (subject to weather conditions and port authority clearance)
  • Evening entertainment
  • Port charges

What is extra

  • Gratuities (optional – recommended amount €8 per passenger per day)
  • Soft drinks & alcoholic beverages
  • Shore excursions or other land arrangements
  • Spa treatments
  • Passengers’ personal expenses

Caribbean Cruise Star Flyer

Prices (£) per person – including £170 port charges
Departure DatesItineraryCat 6Special OffersCat 5Special OffersCat 4Special OffersCat 3Special OffersCat 2Special offersCat 1Special offersOwner's suiteSpecial offersGuaranteed singleSpecial offer
28/11/2026Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
05/12/2026Leeward£1,950£2,125£2,320£2,455£2,585£2,895£3,675£2,380
12/12/2026Treasure£1,950£2,125£2,320£2,455£2,585£2,895£3,675£2,380
19/12/2026Leeward Christmas£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
26/12/2026Treasure New Year£2,060£2,245£2,450£2,595£2,735£3,065£3,995£2,520
02/01/2027Leeward£1,950£2,125£2,320£2,455£2,585£2,895£3,675£2,380
09/01/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
16/01/2027Leeward£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
23/01/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
30/01/2027Leeward£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
06/02/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
13/02/2027Leeward£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
20/02/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
27/02/2027Leeward£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
06/03/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
13/03/2027Leeward£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
20/03/2027Treasure£2,005£2,185£2,385£2,525£2,660£2,980£3,885£2,450
-
3rd person£750 - £800

What is included

  • Accommodation on board Star Flyer for 7 nights in your chosen grade of cabin
  • Full board basis including buffet style breakfast & lunch, afternoon tea and midnight snack; 6 course a la carte dinner service
  • Tea/coffee and water
  • Complimentary watersports (subject to weather conditions and port authority clearance)
  • Evening entertainment

What is extra

  • Flights (can be arranged on request)
  • Local transfers (can be arranged on request)
  • Port charges
  • Gratuities (optional – recommended amount €8 per passenger per day)
  • Soft drinks & alcoholic beverages
  • Shore excursions or other land arrangements
  • Spa treatments
  • Passengers’ personal expenses

Package prices are subject to availability in the accommodation and flight class booked. Flight supplements may apply for regional and other flights.

Speak to our cruise team

020 8324 3117Mon–Fri 09:00–19:00 · Sat 09:30–17:00

Peace of mind

Book with confidence

Every payment you make to us is financially protected, from deposit to balance. Holidays with flights are covered by our ATOL licence, and holidays without flights by our ABTOT membership. Trading since 1995.

  • ATOL protected, licence 9511

    ATOL Protected — Licence 9511

    All flight-inclusive holidays are fully ATOL protected

  • ABTOT member 5660

    ABTOT Member — No. 5660

    Additional protection for bookings without flights

Good to know

Caribbean Star Flyer cruise: your questions

Straight answers to the questions we are asked most about this cruise.

Still have a question?

Speak to our cruise team, or pick your departure and ask for a quote.

020 8324 3117 Get a quote

Where does the Caribbean Star Flyer cruise go?

After two nights at La Playa Orient Bay on St Maarten you sail from Philipsburg on one of two routes: Anguilla, the British Virgin Islands (White Bay, Soper's Hole, Norman Island and Virgin Gorda), St Kitts and St Barts, or Barbuda, Dominica and the Îles des Saintes among other islands. See the day-by-day itinerary.

How much does the Caribbean Star Flyer cruise cost?

The 10-day holiday with return flights from the UK, hotel nights and transfers starts from £3,240 per person Flights & hotel included, and the 8-day cruise only from £1,950 per person. Prices are per person sharing a cabin and change with the departure date and cabin, with any special offer already shown: see every date and price.

When does it sail?

Departures run from November 2026 to March 2027. Every date, with its price and any special offer, is in the price list.

Which ship will I sail on?

Star Flyer, a tall ship for up to 166 guests. More about the ship and its cabins.

What is included?

The holiday package includes:

  • Return flights from the UK and in-destination transfers
  • 7-night cruise on a full-board basis
  • 2-night hotel stay on a bed-and-breakfast basis

Not included: gratuities (optional – recommended amount €8 per passenger per day); soft drinks & alcoholic beverages; shore excursions or other land arrangements; spa treatments; passengers’ personal expenses.

The cruise-only price covers the cruise itself; flights and hotel nights can be added.

How do I book?

Choose your departure and cabin in the price list and ask for a quote, or call our cruise team on 020 8324 3117 (Monday to Friday 09:00 to 19:00, Saturday 09:30 to 17:00) or email info@seafarerholidays.com. Holidays with flights are ATOL protected (licence 9511).

Reviews

What our cruise guests say

Independent reviews of our service, collected by Feefo.

Excellent

4.6out of 5

Based on 644 guest reviews of our service on Feefo

Feefo Platinum Trusted Service AwardFour years in a row

About booking with Seafarer

“Suzie was excellent in helping me organise my cruise, lots of helpful tips and when I had some concerns, she was there with alternatives…”

Claire S, Manchester · Verified Feefo review

“Seafarer were excellent at all stages… When there were floods in Dubai leading to cancellation of flights Seafarer were able to re- book for the following week with no extra charges. I would not hesitate to book via Seafarer again.”

Verified Feefo customer · Verified Feefo review

“Quick, personalised and professional service! Highly recommended, and the additional ATOL protection provided at very little extra cost has been very welcome!”

Verified Feefo customer · Verified Feefo review

“I have booked more than 10 trips through Seafarer… It is like dealing with a friend or family member. Best travel agent ever! I would never want to go anywhere else.”

Thomas Paul Larkin, Glasgow, Scotland · Verified Feefo review