Price Per Night:$414.14 (USD) (based on double occupancy, for comparison only)
Dec 28, 2025through Jan 04, 2026
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
Price Per Night:$280.00 (USD) (based on double occupancy, for comparison only)
Feb 07, 2026through Feb 14, 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:$489.86 (USD) (based on double occupancy, for comparison only)
Jan 25, 2025through Feb 01, 2025
Itinerary:
Bridgetown, St. John's, Roseau, Les Saintes, Anse Mitan, Pigeon Island, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
Price Per Night:$267.14 (USD) (based on double occupancy, for comparison only)
Feb 22, 2025through Mar 01, 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:$570.00 (USD) (based on double occupancy, for comparison only)
Feb 02, 2026through Feb 12, 2026
Itinerary:
Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Basseterre, St. Kitts, Gustavia, St Barthelemy, St John, Day at sea, Fort Lauderdale, Florida
Price Per Night:$342.71 (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:$139.48 (USD) (based on double occupancy, for comparison only)
Mar 08, 2025through Mar 29, 2025
Itinerary:
London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, St Lucia, Saint Lucia, Grenada, Grenada, Barbados, Barbados, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, Tortola, B.V.I., New York, New York
Delight in plenty of sea days on Queen Mary 2 during a Transatlantic Crossing before sailing south to sunnier climates in the Caribbean. Here, explore unforgettable landscapes, cuisines, and cultures.
Price Per Night:$88.23 (USD) (based on double occupancy, for comparison only)
Oct 31, 2025through Nov 08, 2025
Itinerary:
Fort Lauderdale, Florida, Cruising, Labadee, Haiti, Cruising, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, Philipsburg, St. Maarten, San Juan, Puerto Rico
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:$1,140.00 (USD) (based on double occupancy, for comparison only)
Feb 28, 2026through Mar 07, 2026
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:$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:$199.92 (USD) (based on double occupancy, for comparison only)
Dec 21, 2024through Jan 03, 2025
Itinerary:
New York, New York, St. Maarten, Netherlands Antilles, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, St. Kitts, ST Kitts/Nevis, New York, New York
Experience a Christmas and New Year to remember, sailing roundtrip to the Caribbean via New York on Queen Mary 2. Enjoy days to unwind on tropical islands, and time on board to celebrate in style.
Price Per Night:$205.48 (USD) (based on double occupancy, for comparison only)
Dec 13, 2026through Jan 11, 2027
Itinerary:
London (Southampton), England, New York, New York, Amber Cove,Dominican Republic, Tortola, B.V.I., Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
A port call to Amber Cove is sure to be a highlight of your time ashore in the Caribbean. On Christmas Day, enjoy a festive feast to remember, free from the usual worries about who’s washing the dishes!
Price Per Night:$163.86 (USD) (based on double occupancy, for comparison only)
Nov 17, 2025through Dec 08, 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
The white sands and warm shallows of the Caribbean await you on this voyage. Enjoy port calls in a variety of islands, with the freedom to explore independently or on a handpicked Shore Experience.
Price Per Night:$506.25 (USD) (based on double occupancy, for comparison only)
Feb 03, 2026through Feb 19, 2026
Itinerary:
Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown, Trois Ilets...
Price Per Night:$379.90 (USD) (based on double occupancy, for comparison only)
Jan 05, 2027through Jan 15, 2027
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
Price Per Night:$329.90 (USD) (based on double occupancy, for comparison only)
Dec 05, 2026through Dec 15, 2026
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
Price Per Night:$686.66 (USD) (based on double occupancy, for comparison only)
Jan 07, 2025through Jun 06, 2025
Itinerary:
Miami, Cruising The Atlantic Ocean, Roseau, Bridgetown, Cruising The Atlantic Ocean, Devil's Island, Cruising The Atlantic Ocean, Belem (Icoaraci), Cruising The Atlantic Ocean, Recife...
Price Per Night:$149.29 (USD) (based on double occupancy, for comparison only)
Feb 21, 2025through Mar 02, 2025
Itinerary:
Fort Lauderdale, Florida, Cruising, Philipsburg, St. Maarten, Roseau, Dominica, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico, Puerto Plata, Dominican Rep, Cruising, Fort Lauderdale, Florida
Price Per Night:$768.33 (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:$280.00 (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:$244.00 (USD) (based on double occupancy, for comparison only)
Dec 23, 2025through Jan 03, 2026
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Price Per Night:$308.57 (USD) (based on double occupancy, for comparison only)
Dec 27, 2025through Jan 03, 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:$743.75 (USD) (based on double occupancy, for comparison only)
Feb 28, 2026through Mar 08, 2026
Itinerary:
Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Saint George's, Grenada, Tobago Cays, Bridgetown, Vieux Fort
Price Per Night:$186.14 (USD) (based on double occupancy, for comparison only)
Mar 14, 2026through Apr 04, 2026
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Price Per Night:$209.68 (USD) (based on double occupancy, for comparison only)
Jan 24, 2025through Feb 03, 2025
Itinerary:
Fort Lauderdale, Florida, Tortola, B.V.I., Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, St. Johns, Antigua, Fort Lauderdale, Florida
Price Per Night:$275.71 (USD) (based on double occupancy, for comparison only)
Feb 08, 2025through Feb 15, 2025
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$1,930.00 Cat:Category 6 275.71 per night
Outside
$2,170.00 Cat:Category 5 310.00 per night
Balcony
N/A
Suite
$3,750.00 Cat:Deluxe Suite with Veranda 535.71 per night
Price Per Night:$166.39 (USD) (based on double occupancy, for comparison only)
Jan 08, 2027through Jan 17, 2027
Itinerary:
Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Fort- De- France, Martinique, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Price Per Night:$364.21 (USD) (based on double occupancy, for comparison only)
Jan 11, 2025through Jan 25, 2025
Itinerary:
Philipsburg, St. Maarten, Falmouth Harbour, Gustavia, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Road Bay, Philipsburg, St. Maarten, Charlestown...
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:$113.86 (USD) (based on double occupancy, for comparison only)
Apr 18, 2027through Apr 25, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Price Per Night:$160.19 (USD) (based on double occupancy, for comparison only)
Dec 27, 2026through Jan 03, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, Philipsburg, St. Maarten, San Juan, Puerto Rico
Price Per Night:$785.83 (USD) (based on double occupancy, for comparison only)
Feb 10, 2026through Feb 22, 2026
Itinerary:
Fort-De-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...
Price Per Night:$797.50 (USD) (based on double occupancy, for comparison only)
Jan 30, 2025through Feb 07, 2025
Itinerary:
Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Saint George's, Grenada, Bridgetown, Vieux Fort
Price Per Night:$136.69 (USD) (based on double occupancy, for comparison only)
Dec 12, 2026through Dec 19, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico