STAR CLIPPERS STAR CLIPPERS
Sailings Winter
2027/28
We are proud to unveil our Winter 2027/28 collection of sailings, inviting you to discover the sun-drenched beauty of the Caribbean and Central America in truly unforgettable style. Guided by the wind and thoughtfully designed itineraries, our tall ship voyages blend the timeless romance of traditional clipper sailing with the comfort and refinement of a private yacht experience.
In November 2027, Royal Clipper, Star Clipper and Star Flyer embark on their spectacular westbound Atlantic crossings. Departing from Las Palmas or Lisbon, these extraordinary journeys evoke the golden age of sail, where unhurried days unfold beneath billowing canvas as you journey towards warmer, tropical horizons.
From St John’s, Antigua, Star Clipper offers a longer, more leisurely voyage over Christmas, perfect for embracing the festive season at sea. With ideal trade winds guiding the way, your sailing adventure begins in authentic style, calling at elegant and unspoilt destinations including Gustavia in St Barts, as well as the idyllic shores of Norman Island, Jost Van Dyke, Tortola, St Kitts, Dominica, Îles des Saintes and Guadeloupe. Ring in the New Year in true style with a spectacular 12-night sailing, seamlessly combining two voyages from Antigua and exploring the Caribbean’s most captivating islands.
For those seeking something truly iconic, Star Clipper also sails from the historic port of Colón on a remarkable 9-night journey through the Panama Canal to Costa Rica’s Puerto Caldera. Along the way, discover extraordinary natural treasures, from the coral-rich waters of Isla Iguana to the pristine beauty of Coiba National Park and the marine haven of Parida Island in the Gulf of Chiriquí, offering unforgettable encounters with vibrant wildlife.
Meanwhile, Star Flyer departs from St Maarten with extended festive sailings, combining relaxed exploration with exceptional sailing conditions. Highlights include the secluded beaches of Norman Island and the breathtaking passage through the Sir Francis Drake Channel, renowned for its steady trade winds and calm waters.
Aboard Royal Clipper - the world’s largest square rigger in service - you can once again experience the much-loved Windward and Grenadine itineraries. Swim, snorkel or enjoy watersports directly from the ship’s Marina Platform in picturesque anchorages such as Rodney Bay, Falmouth Harbour and Tobago Cays, where turquoise waters and tranquil surroundings await. Celebrate the festive season, where extended Caribbean voyages weave through emerald isles and hidden coves - from Dominica and Iles des Saintes to vibrant Barbados. These leisurely sailings blend iconic ports like St. Lucia and Grenada with idyllic beach stops across the Grenadines, creating a relaxed, sun-drenched escape perfect for celebrating the holidays at sea.
We look forward to welcoming you aboard our magnificent tall ships for an unforgettable Winter 2027/28 voyage.
Ocean Crossings
There is something rare about crossing an ocean under sail. Days stretch out, the noise of the world falls away, and life settles into the steady rhythm of sea and sky. An Atlantic Crossing aboard Royal Clipper, Star Clipper or Star Flyer is not simply a voyage from one place to another, but a chance to experience travel in its purest form. Mornings open onto endless horizons, afternoons drift by with wind and water, and evenings glow with possibility. Far from the usual pace of modern life, each day feels calmer, simpler and spacious. Unhurried, elemental and quietly unforgettable.
Transatlantic Westbound aboard Royal Clipper
15-nights | Lisbon to Barbados
Departure: 5 November 2027
Itinerary:
Lisbon, Portugal • Portimao, Portugal • At Sea (2-nights) Funchal, Maderia, Portugal • At Sea (10-nights) Bridgetown, Barbados
PRICES FROM PP
Transatlantic Westbound aboard Star Clipper
15-Nights | Las Palmas to Antigua
Departure: 5 November 2027
Itinerary:
Las Palmas, Gran Canaria • San Sebastian, La Gomera At Sea (12-nights) • St. John’s, Antigua
PRICES FROM PP
Transatlantic Westbound aboard Star Flyer
15-Nights | Las Palmas to St Maarten
Departure: 12 November 2027
Itinerary:
Las Palmas, Gran Canaria • San Sebastian, La Gomera At Sea (12-nights) • Philipsburg, St. Maarten
PRICES FROM PP
STAR FLYER SAILINGS
Date Nts Itinerary From/To
November Sailings
12 Nov 27 15 Ocean Crossing Las Palmas/St. Maarten
27 Nov 27 7 Treasure Islands St. Maarten roundtrip
December Sailings
4 Dec 27 7 Leeward Islands St. Maarten roundtrip
11 Dec 27 7 Treasure Islands St. Maarten roundtrip
18 Dec 27 9 Leeward Islands Christmas Cruise St. Maarten roundtrip
27 Dec 27 7 Treasure Islands New Year's Cruise St. Maarten roundtrip
January Sailings
3 Jan 28 5 Leeward Islands St. Maarten roundtrip
8 Jan 28 7 Treasure Islands St. Maarten roundtrip
15 Jan 28 7 Leeward Islands St. Maarten roundtrip
22 Jan 28 7 Treasure Islands St. Maarten roundtrip
29 Jan 28 7 Leeward Islands St. Maarten roundtrip
February Sailings
5 Feb 28 7 Treasure Islands St. Maarten roundtrip
12 Feb 28 7 Leeward Islands St. Maarten roundtrip
19 Feb 28 7 Treasure Islands St. Maarten roundtrip
26 Feb 28 7 Leeward Islands St. Maarten roundtrip
March Sailings
4 Mar 28 7 Treasure Islands St. Maarten roundtrip
11 Mar 28 7 Leeward Islands St. Maarten roundtrip
ROYAL CLIPPER SAILINGS
Date Nts Itinerary From/To
November Sailings
5 Nov 27 15 Ocean Crossing Lisbon/Bridgetown
20 Nov 27 7 Windward Islands Barbados roundtrip
27 Nov 27 7 Grenadine Islands Barbados roundtrip
December Sailings
4 Dec 27 7 Windward Islands Barbados roundtrip
11 Dec-27 7 Grenadine Islands Barbados roundtrip
18 Dec 27 11 Windward Islands Christmas Cruise Barbados roundtrip
29 Dec 27 10 Grenadine Islands New Year’s Cruise Barbados roundtrip
January Sailings
8 Jan 28 7 Grenadine Islands Barbados roundtrip
15 Jan 28 7 Windward Islands Barbados roundtrip
22 Jan 28 7 Grenadine Islands Barbados roundtrip
29 Jan 28 7 Windward Islands Barbados roundtrip
February Sailings
5 Feb 28 7 Grenadine Islands Barbados roundtrip
12 Feb 28 7 Windward Islands Barbados roundtrip
19 Feb 28 7 Grenadine Islands Barbados roundtrip
26 Feb 28 7 Windward Islands Barbados roundtrip
March Sailings
4 Mar 28 7
11 Mar 28 7
Grenadine Islands Barbados roundtrip
Windward Islands Barbados roundtrip
18 Mar 28 7 Grenadines Islands Barbados roundtrip
STAR CLIPPER SAILINGS
Date Nts Itinerary From/To
November Sailings
5 Nov 27 15 Ocean crossing Las Palmas/St.John's
20 Nov 27 7 Antigua - Antigua Antigua Roundtrip
27 Nov 27 7 Antigua - Antigua Antigua Roundtrip
December Sailings
4 Dec 27 7 Antigua - Antigua Antigua Roundtrip
11 Dec 27 7 Antigua - Antigua Antigua Roundtrip
18 Dec 27 9 Antigua Christmas Cruise Antigua Roundtrip
27 Dec 27 7 Antigua New Year’s Cruise Antigua Roundtrip
January Sailings
3 Jan 28 5 Antigua - Antigua Antigua Roundtrip
8 Jan 28 12 Antigua - Panama St.John's/Colon
20 Jan 28 9 Panama Canal Colon/Puerto Caldera
29 Jan 28 7 Costa Rica & Panama Puerto Caldera roundtrip
February Sailings
5 Feb 28 7 Costa Rica & Panama Puerto Caldera roundtrip
12 Feb 28 9 Costa Rica - Panama Puerto Caldera/Balboa
21 Feb 28 12 Panama Canal Balboa/Oranjestad
March Sailings
4 Mar 28 7 Aruba to Grenada Oranjestad/St.George's
11 Mar 28 11 Grenada - Grenada St.George's/St.George's
22 Mar 28 10 Grenada to Antigua St.George's/St.John's
Star Clipper
Star Clipper brings a spirit of discovery to winter sailings that go beyond the usual Caribbean escape. From island days in the Caribbean to the rich landscapes of Costa Rica and Panama, these voyages blend true sailing adventure with remarkable variety. With the engineering wonder of the Panama Canal and the warmth and colour of Grenada along the way.
& 9
Caribbean
7-nights | Antigua Roundtrip 2027 Departures: 4 Dec | 11 Dec | 20 Nov | 27 Nov
Itinerary:
St. John’s Antigua • Gustavia, St. Barts • Sailing Sir Francis Drake Channel • The Bight, Norman Island (BVI) • Sopers Hole, Tortola (BVI) • Spanish Town, Virgin Gorda (BVI) • Beach Stop, Captain’s Best (BVI) • White Bay, Jost van Dyke (BVI) • Road Bay, Anguilla • Basseterre, St. Kitts • South Friars Bay, Beach Stop, St. Kitts • St. John’s, Antigua
PRICES FROM PP | 4, 11* Dec 2027
Prices from include £185pp port charges.
Early Booking Discount does not apply to port charges.
*Ports of call differ and itinerary order may vary depending on sailing date.
PRICES FROM PP | 20, 27* Nov 2027
Owners Cat 1
Prices from include £185pp port charges.
Early Booking Discount does not apply to port charges.
BRANDNE W ITINERAY
Panama
12-nights | Antigua to Panama
2028 Departure: 08 Jan
Itinerary:
St. John’s, Antigua • Basseterre, St. Kitts • South Friars Bay, Beach Stop, St. Kitts • Terre-de-Haut, Iles des Saintes • At Sea (2-nights) • Willemstad, Curacao • Oranjestad, Aruba • At Sea Santa Marta, Colombia • Cartagena de Indias, Colombia At Sea • San Blas Archipelago, Panama • Colon, Panama
Panama Canal
9-nights | Panama to Costa Rica
2028 Departure: 20 Jan
Itinerary:
Colon, Panama • Panama Canal Transit • Isla del Rey, Pearl Islands, Panama • Iguana Island, Panama • Coiba National Park, Panama • Marine Park Golfo de Chiriqui, Parida Island, Panama • Golfito, Costa • Quepos, Costa Rica • Islas Tortugas, Costa Rica • Puerto Caldera, Costa Rica
Costa Rica & Panama
7-Nights | Costa Rica Roundtrip
2027 Departure: 29 Jan
2028 Departure: 5 Feb
Itinerary:
Puerto Caldera, Costa Rica • At Sea • Coiba National Park, Panama • Marine Park Golfo de Chiriqui, Parida Islands, Panama • Golfito, Costa Rica • Quepos, Costa Rica • Islas Tortugas, Costa Rica • Puerto Caldera, Costa Rica
Grenada
11-nights | Grenada Roundtrip
2028 Departure: 11 Mar
Itinerary:
St. George’s, Grenada • Charlotteville, Tobago (overnight) Castara Bay, Tobago • Paradise Beach, Carriacou, Grenada Tobago Cays, Grenadines • Charlestown Bay, Cannouan, Grenadines • Admiralty Bay, Bequia, Grenadines • SaintPierre, Martinique Soufriere, St. Lucia • Bridgetown, Barbados Saline Bay, Mayreau, Grenadines • St. George’s, Grenada
Star Flyer
Star Flyer brings a wonderfully relaxed spirit to the Caribbean, with winter sailings through the Leeward Islands and Treasure Islands, plus festive Christmas cruises filled with sunshine and true sailing charm. Sailings from St Maarten are especially rewarding, offering some of the finest opportunities for true wind-powered sailing across all Star Clippers’ itineraries.
Caribbean – Leeward Islands
7-nights | St. Maarten Roundtrip
2027 Departure: 4 Dec
2028 Departures: 15 Jan* | 29 Jan* | 12 Feb | 26 Feb | 11 Mar
Itinerary:
Philipsburg, St. Maarten • Charlestown, Nevis • Cabrits, Dominica • Terre-de-Haut, Iles des Saintes • Deshaies, Guadeloupe • Falmouth Harbour, Antigua • Gustavia, St. Barts • Philipsburg, St. Maarten *Ports of call differ and itinerary order may vary depending on sailing date.
Caribbean – Leeward Islands
5-nights | St. Maarten Roundtrip
2028 Departure: 3 Jan
Itinerary:
Philipsburg, St. Maarten • Charlestown, Nevis • Terrede-Haut, Iles des Saintes • Falmouth Harbour, Antigua Gustavia, St. Barts • Philipsburg, St. Maarten
Leeward Islands Christmas Cruise
9-nights | St. Maarten Roundtrip 2027 Departure: 18 Dec
Itinerary: Philipsburg, St. Maarten • Charlestown, Nevis • Cabrits, Dominica • Deshaies, Guadeloupe • Terre-de-Haut, Iles des Saintes • Falmouth Harbour, Antigua • Gustavia, St. Barts • Road Bay, Anguilla • Basseterre, St. Kitts • South Friar’s Bay, Beach Stop, St. Kitts • Philipsburg, St. Maarten
PRICES FROM PP
Caribbean - Treasure Islands
7-nights | St. Maarten Roundtrip
2027 Departures: 27 Nov | 11 Dec | 27* Dec
2028 Departures: 8 Jan | 22* Jan | 5 Feb | 19 Feb | 4 Mar
Itinerary:
Philipsburg, St. Maarten • Road Bay, Anguilla • White Bay, Jost van Dyke (BVI) • Sopers Hole, Tortola (BVI) Sailing Sir Francis Drake Channel • The Bight, Norman Island (BVI) • Spanish Town, Virgin Gorda (BVI) Beach Stop, Captain’s Best (BVI) • Gustavia, St. Barts Basseterre, St. Kitts • South Friars Bay, Beach Stop, St. Kitts • Philipsburg, St. Maarten
*Ports of call differ and itinerary order may vary depending on sailing date.
PRICES FROM PP | 11 Dec 2027
Prices from include £185pp port charges.
Early Booking Discount does not apply to port charges.
PRICES FROM PP | 27* Dec 2027
Prices from include £185pp port charges.
Early Booking Discount does not apply to port charges. PRICES FROM
Prices from include £185pp port charges.
Early Booking Discount does not apply to port charges.
Royal Clipper
Swap winter’s grey skies for warm trade winds and the easy rhythm of the Caribbean aboard Royal Clipper. Sailing from Barbados, these voyages pair the beauty of life under sail with sunlit islands, swim stops and relaxed days at sea. It is a wonderfully unhurried way to explore the Caribbean, with the comfort of returning to Barbados at journey’s end.
Windward Islands
7-nights | Barbados Roundtrip
2027 Departures: 20 Nov | 4 Dec
2028 Departures: 15 Jan | 29 Jan | 12 Feb | 26 Feb | 11 Mar
Itinerary: Bridgetown, Barbados • Rodney Bay, St. Lucia Cabrits, Dominica • Falmouth Harbour, Antigua Basseterre, St. Kitts • South Friar’s Bay, Beach Stop, St. Kitts • Terre-de-Haut, Iles des Saintes • Beach Stop, Martinique • Bridgetown, Barbados
Grenadine Islands
7-nights | Barbados Roundtrip
2027 Departures: 27 Nov | 11 Dec 2028 Departures: 8
Itinerary:
Bridgetown, Barbados • Captain’s Best, Grenadines • St. George’s, Grenada • Tobago Cays, Grenadines • Kingstown, St. Vincent
Admiralty Bay, Bequia, Grenadines • Fort de France, Martinique Beach Stop, Martinique • Marigot Bay, St. Lucia • Soufriere, St. Lucia • Bridgetown, Barbados
Prices from
£185pp
Windward Islands Christmas Cruise
11-nights | Barbados Roundtrip
2027 Departure: 18 Dec
Itinerary:
Bridgetown, Barbados • Rodney Bay, St. Lucia • Cabrits, Dominica • Terre-de-Haut, Iles des Saintes • Beach Stop, Martinique • Kingstown, St. Vincent • Admiralty Bay, Bequia, Grenadines • Charlestown Bay, Canouan, Grenadines • Tobago Cays, Grenadines • Charlotteville, Tobago • St. George’s, Grenada • Soufriere, St. Lucia • Bridgetown, Barbados
Grenadine Islands New Year’s Cruise
10-nights | Barbados Roundtrip 2027 Departure: 29 Dec
Itinerary:
Bridgetown, Barbados • Captain’s Best, Grenadines • St. George’s, Grenada • Tobago Cays, Grenadines • Soufriere, St. Lucia Cabrits, Dominica • Falmouth Harbour, Antigua • Basseterre, St. Kitts • South Friar’s Bay, Beach Stop, St. Kitts • Terrede-Haut, Iles des Saintes • Beach Stop, Martinique • Bridgetown, Barbados
