Price Per Night: $421.36 (USD)(for comparison only)
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, 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: $186.32 (USD)(for comparison only)
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown, Lisbon
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: $1,140.00 (USD)(for comparison only)
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: $135.13 (USD)(for comparison only)
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: $521.43 (USD)(for comparison only)
Itinerary:
Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
Price Per Night: $212.17 (USD)(for comparison only)
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten...
Price Per Night: $199.24 (USD)(for comparison only)
Itinerary:
Fort Lauderdale, 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: $155.11 (USD)(for comparison only)
Itinerary:
Miami, Florida, Cruising, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Philipsburg, St. Maarten, Roseau, Dominica, St. Johns, Antigua, Basseterre, St Kitts & Nevis, Cruising, Miami, Florida
Price Per Night: $299.94 (USD)(for comparison only)
Itinerary:
Cozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten, Charlestown...
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
Price Per Night: $464.29 (USD)(for comparison only)
Itinerary:
Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
Price Per Night: $139.40 (USD)(for comparison only)
Itinerary:
London (Southampton), England, Madeira, Portugal, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, St. Vincent, St. Vincent/Grenadines, Curacao, Antilles, Aruba, Aruba, Dominica, Dominica, Antigua...
This roundtrip Caribbean voyage from Southampton is the perfect way to escape the January blues. Enjoy an enviable start to 2026, soaking up the sun on some of the world’s best white-sand beaches.
Price Per Night: $217.43 (USD)(for comparison only)
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Cruz Bay, St. John, U.S. Virgin Islands, Days At Sea, Port-of-Spain, Trinidad and Tobago, Saint Georges, Grenada, Roseau, Dominica, Castries, Saint Lucia, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda...
Price Per Night: $299.93 (USD)(for comparison only)
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Deshaies, 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: $159.42 (USD)(for comparison only)
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: $514.14 (USD)(for comparison only)
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: $622.73 (USD)(for comparison only)
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Pigeon Island Beach, Soufrière, Portsmouth, Marie-Galante, Antigua, Jost Van Dyke...
Price Per Night: $120.80 (USD)(for comparison only)
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: $242.52 (USD)(for comparison only)
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: $743.75 (USD)(for comparison only)
Itinerary:
Fort-De-France, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Saint George's, Grenada, Tobago Cays, Bridgetown, Fort-De-France
Price Per Night: $113.90 (USD)(for comparison only)
Itinerary:
San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, Castries, St. Lucia, Cruising, San Juan, Puerto Rico
Price Per Night: $822.50 (USD)(for comparison only)
Itinerary:
Fort-De-France, Union Island, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, South Friars Bay, Saint-Kitts...
Price Per Night: $1,140.00 (USD)(for comparison only)
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: $686.66 (USD)(for comparison only)
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: $571.29 (USD)(for comparison only)
Itinerary:
Philipsburg, Gustavia, Carambola Beach, Pointe-á-Pitre, Cabrits (Portsmouth), Dominica, Fort-de-France, Port Elizabeth (Bequia), Bridgetown
Get swept away by the colorful scenes of the Caribbean. Departing late from Gustavia, take the time for a snorkeling adventure amid the island's underwater wonders. Carambola Beach begins your adventure to Canada Hill, where a natural guide can take you on an off-road hike through a former bustling sugar plantation. From Pointe-á-Pitre, an extended evening in port gives you time to venture out to Deshaies for a delectable encounter with French gastronomy enlivened by the unique zest of local flavors.
Price Per Night: $155.64 (USD)(for comparison only)
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Price Per Night: $385.57 (USD)(for comparison only)
Itinerary:
Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, 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: $593.75 (USD)(for comparison only)
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
