Price Per Night:$230.19 (USD) (based on double occupancy, for comparison only)
Dec 22, 2026through Jan 12, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...
Price Per Night:$148.35 (USD) (based on double occupancy, for comparison only)
Dec 19, 2026through Dec 26, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Price Per Night:$290.00 (USD) (based on double occupancy, for comparison only)
Mar 07, 2026through Mar 14, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,030.00 Cat:Category 6 290.00 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,120.00 Cat:Deluxe Suite with Veranda 588.57 per night
Price Per Night:$281.43 (USD) (based on double occupancy, for comparison only)
Nov 29, 2025through Dec 06, 2025
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Price Per Night:$154.25 (USD) (based on double occupancy, for comparison only)
Nov 17, 2025through Dec 15, 2025
Itinerary:
Hamburg, Germany, London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
Succumb to the pace of island life on this 28-night voyage that calls in the Caribbean. Enjoy days filled with sunshine as you explore ports including Bridgetown in Barbados and Roseau in Dominica.
Price Per Night:$65.42 (USD) (based on double occupancy, for comparison only)
Nov 19, 2025through Dec 07, 2025
Itinerary:
Rotterdam (Amsterdam) Netherlands, Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Price Per Night:$690.00 (USD) (based on double occupancy, for comparison only)
Dec 12, 2025through Dec 20, 2025
Itinerary:
Fort-de-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, Fort-de-France
Price Per Night:$129.17 (USD) (based on double occupancy, for comparison only)
Nov 29, 2025through Dec 05, 2025
Itinerary:
San Juan, St. Maarten, St. Kitts, Roseau, Barbados, San Juan
This 6-night San Juan sojourn first arrives at the crystalline lagoons of lush landscapes of St. Maarten. Next, you'll dock in St. Kitt's for a beautiful blend of simple relaxation and beach adventures before heading to Roseau, Dominica - followed by the bright colors, welcoming beaches, and exciting food scene of Barbados. Finally, spend a day of self-care on board returning to sunny San Juan.
Price Per Night:$608.29 (USD) (based on double occupancy, for comparison only)
Feb 17, 2026through Mar 13, 2026
Itinerary:
Buenos Aires, Punta Del Este, Rio Grande, Cruising The Coast Of Brazil, Porto Belo, Santos, Ilha Grande, Rio De Janeiro, Buzios, Cruising The Coast Of Brazil...
Price Per Night:$113.34 (USD) (based on double occupancy, for comparison only)
Nov 17, 2026through Nov 28, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Castries, St. Lucia, St. George's, Grenada, Bridgetown, Barbados, Kingstown, St. Vincent, Fort- De- France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
Price Per Night:$290.00 (USD) (based on double occupancy, for comparison only)
Feb 07, 2026through Feb 14, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,030.00 Cat:Category 6 290.00 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,120.00 Cat:Deluxe Suite with Veranda 588.57 per night
Price Per Night:$292.79 (USD) (based on double occupancy, for comparison only)
Mar 07, 2026through Mar 21, 2026
Itinerary:
Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown, Tobago Cays, Pigeon Island...
The Windward Islands will enchant you with their natural beauty – dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage you’ll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See nature’s artistry in the lush green volcanic pitons of St.
Price Per Night:$292.79 (USD) (based on double occupancy, for comparison only)
Feb 21, 2026through Mar 07, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St. Maarten, Basseterre...
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.
Price Per Night:$772.50 (USD) (based on double occupancy, for comparison only)
Nov 29, 2025through Dec 07, 2025
Itinerary:
Fort-de-France, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-de-France
Price Per Night:$867.50 (USD) (based on double occupancy, for comparison only)
Dec 28, 2025through Jan 09, 2026
Itinerary:
Fort-de-France, Antigua, Marigot, Jost Van Dyke, South Friars Bay, Saint-Kitts, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...
Price Per Night:$441.67 (USD) (based on double occupancy, for comparison only)
Oct 27, 2025through Nov 20, 2025
Itinerary:
Barcelona, Cadiz, Funchal (Madeira), St. John's (Antigua), Tortola/Road Town, San Juan, Miami, Saint John/Cruz Bay, Deshaies, Bridgetown...
From Andalusian allure in Cadiz to Madeira's lush Funchal, set sail through turquoise waters and history-suffused charms. Relish unmatched restorative wellness aboard EXPLORA I, then welcome St. John's vibrant shores and Road Town's tropical warmth before you drift to the cobblestone romance of San Juan. Absorb the buzz of Miami, Cruz Bay's elegance and Deshaies' hush, then savour rum sundowners in Bridgetown. The verdant rainforests of Roseau and the marine beauty of Phillipsburg provide the perfect conclusion to this journey.
Price Per Night:$328.43 (USD) (based on double occupancy, for comparison only)
Jan 10, 2026through Jan 17, 2026
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury)
Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.
Price Per Night:$63.63 (USD) (based on double occupancy, for comparison only)
Nov 17, 2026through Dec 06, 2026
Itinerary:
Marseille (Provence) France, Barcelona, Spain, Las Palmas De G.Canaria (Canary Is.) Spain, Philipsburg St. Maarten, Basseterre St Kitts & Nevis, Roseau Dominica, Bridgetown Barbados, Saint George Grenada, Kingstown St Vincent & The Grenadines, Fort De France Martinique...
Price Per Night:$290.00 (USD) (based on double occupancy, for comparison only)
Mar 21, 2026through Mar 28, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,030.00 Cat:Category 6 290.00 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,120.00 Cat:Deluxe Suite with Veranda 588.57 per night
Price Per Night:$642.79 (USD) (based on double occupancy, for comparison only)
Feb 07, 2026through Feb 21, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados, St Lucia, Montserrat, Antigua...
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Price Per Night:$179.00 (USD) (based on double occupancy, for comparison only)
Jan 04, 2027through Jan 15, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Price Per Night:$132.81 (USD) (based on double occupancy, for comparison only)
Feb 16, 2027through Mar 09, 2027
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica...
Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.
Price Per Night:$1,174.29 (USD) (based on double occupancy, for comparison only)
Jan 02, 2027through Jan 09, 2027
Itinerary:
Pointe-à-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing by les Pitons, Soufrière, At sea aboard Le Ponant, Anses-d'Arlet, Marie-Galante, Pointe-à-Pitre
Price Per Night:$357.00 (USD) (based on double occupancy, for comparison only)
Feb 28, 2026through Mar 07, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown
Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.
Price Per Night:$213.52 (USD) (based on double occupancy, for comparison only)
Jan 23, 2027through Feb 13, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Price Per Night:$281.43 (USD) (based on double occupancy, for comparison only)
Jan 10, 2026through Jan 17, 2026
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Price Per Night:$63.82 (USD) (based on double occupancy, for comparison only)
Nov 20, 2025through Dec 07, 2025
Itinerary:
Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Unwind during this pleasant 22-day transatlantic crossing that includes Caribbean islands before you head to Portugal. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life.
Price Per Night:$253.17 (USD) (based on double occupancy, for comparison only)
Nov 02, 2026through Dec 19, 2026
Itinerary:
Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria...
Price Per Night:$264.21 (USD) (based on double occupancy, for comparison only)
Dec 07, 2025through Dec 21, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Price Per Night:$690.00 (USD) (based on double occupancy, for comparison only)
Jan 28, 2026through Feb 05, 2026
Itinerary:
Vieux Fort, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Marie-Galante, Portsmouth, Vieux Fort
Price Per Night:$296.39 (USD) (based on double occupancy, for comparison only)
Feb 21, 2026through Mar 21, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St. Maarten, Basseterre...
Get acquainted with the Caribbean’s most iconic and little-known vacation destinations during this comprehensive and romantic 28-port, 20-country voyage to the Windward and Leeward Islands, Colombia, and a guided daylight transit of the Panama Canal. Zipline through the shady Antigua Rainforest near Falmouth Harbour. Savor deep-fried pastries filled with warm and tasty seafood on Bonaire. Board a semi-submersible bound for underwater marine parks and sunken ships off the shores of St. Barts.
Price Per Night:$432.23 (USD) (based on double occupancy, for comparison only)
Dec 20, 2025through Jul 05, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Corinto, Puntarenas, Panama Canal Daylight Transit, Cartagena...
