Price Per Night:$174.93 (USD) (based on double occupancy, for comparison only)
Feb 05, 2027through Feb 15, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Castries, St. Lucia, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Price Per Night:$281.43 (USD) (based on double occupancy, for comparison only)
Feb 21, 2026through Feb 28, 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:$349.90 (USD) (based on double occupancy, for comparison only)
Nov 15, 2026through Nov 25, 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:$281.43 (USD) (based on double occupancy, for comparison only)
Mar 07, 2026through Mar 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:$148.94 (USD) (based on double occupancy, for comparison only)
Jan 18, 2026through Jan 25, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, St. George's, Grenada, Kingstown, St. Vincent, Roseau, Dominica, Cruising, San Juan, Puerto Rico
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:$206.21 (USD) (based on double occupancy, for comparison only)
Dec 24, 2026through Jan 04, 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:$136.44 (USD) (based on double occupancy, for comparison only)
Feb 06, 2027through Feb 13, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico
Price Per Night:$471.29 (USD) (based on double occupancy, for comparison only)
Sep 30, 2027through Oct 07, 2027
Itinerary:
London (Tilbury), Portsmouth, Sail the Atlantic Ocean, Vigo, Sail the Strait of Gibraltar, Granada (Málaga), Murcia (Cartagena), Barcelona
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:$120.76 (USD) (based on double occupancy, for comparison only)
Feb 13, 2027through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Price Per Night:$196.73 (USD) (based on double occupancy, for comparison only)
Mar 14, 2026through Mar 25, 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:$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:$131.88 (USD) (based on double occupancy, for comparison only)
Nov 19, 2025through Dec 15, 2025
Itinerary:
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
Escape to the warmth of Caribbean islands on this 26-night voyage. Spend your days ashore however you please, perhaps exploring Bridgetown’s historic Garrison or the Cathedral Basilica in Castries.
Price Per Night:$214.56 (USD) (based on double occupancy, for comparison only)
Feb 23, 2026through Mar 06, 2026
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Price Per Night:$223.05 (USD) (based on double occupancy, for comparison only)
Feb 23, 2027through Mar 16, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...
Price Per Night:$202.81 (USD) (based on double occupancy, for comparison only)
Dec 12, 2026through Jan 02, 2027
Itinerary:
London (Southampton), England, New York, New York, Tortola, B.V.I., St. Maarten, Netherlands Antilles, Barbados, Barbados, St Lucia, Saint Lucia, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, New York, New York
What could be better than Christmas spent in the Caribbean sunshine? This festive voyage offers days ashore to explore the likes of Dominica and Barbados, with plenty of festive cheer on board.
Price Per Night:$133.40 (USD) (based on double occupancy, for comparison only)
Jan 02, 2027through Jan 09, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Price Per Night:$318.57 (USD) (based on double occupancy, for comparison only)
Dec 27, 2025through Jan 03, 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
$2,230.00 Cat:Category 6 318.57 per night
Outside
$2,480.00 Cat:Category 5 354.29 per night
Balcony
N/A
Suite
$4,320.00 Cat:Deluxe Suite with Veranda 617.14 per night
Price Per Night:$146.15 (USD) (based on double occupancy, for comparison only)
Jan 11, 2027through Feb 14, 2027
Itinerary:
London (Southampton), England, Madeira, Portugal, St. Kitts, ST Kitts/Nevis, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, Dominica, Dominica, English Harbour, Antigua, Amber Cove,Dominican Republic, St. Maarten, Netherlands Antilles...
Start 2027 in style on this 34-night Caribbean cruise. Sip rum overnight in Barbados, explore lush rainforest in St. Lucia, and banish your January blues with sun-filled days on white sand beaches.
Price Per Night:$371.29 (USD) (based on double occupancy, for comparison only)
Jan 03, 2026through Jan 17, 2026
Itinerary:
Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...
Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral-the final stop on the epic Camino de Santiago pilgrim route.
Price Per Night:$124.92 (USD) (based on double occupancy, for comparison only)
Nov 26, 2025through Dec 08, 2025
Itinerary:
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 chance to spend time in five Caribbean islands is a highlight of this 12-night voyage. Sink your toes into white sands and warm shallows as you escape New York’s winter for tropical sunshine.
Price Per Night:$148.42 (USD) (based on double occupancy, for comparison only)
Nov 26, 2025through Dec 15, 2025
Itinerary:
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
Enjoy days waking up to blue skies and sparkling seas on this 19-night voyage. On shore, explore historic Garrisons in Bridgetown and indulge in some retail therapy at Old Roseau market.
Price Per Night:$178.69 (USD) (based on double occupancy, for comparison only)
Dec 12, 2026through Dec 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Price Per Night:$181.46 (USD) (based on double occupancy, for comparison only)
Dec 05, 2026through Dec 18, 2026
Itinerary:
San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...