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:$264.21 (USD) (based on double occupancy, for comparison only)
Mar 14, 2026through Mar 28, 2026
Itinerary:
Philipsburg, St. Maarten, Falmouth Harbour, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, 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:$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.
This truly scenic and private tour offers visitors a chance to experience the lush and green rainforest, waterfalls and scenic Botanical Gardens while providing many picture photo opportunities.
Price Per Night:$110.39 (USD) (based on double occupancy, for comparison only)
Nov 07, 2026through Nov 14, 2026
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:$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:$160.34 (USD) (based on double occupancy, for comparison only)
Jan 23, 2026through Feb 02, 2026
Itinerary:
Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Bridgetown, Barbados, Castries, St. Lucia, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Price Per Night:$139.71 (USD) (based on double occupancy, for comparison only)
Feb 06, 2025through Feb 16, 2025
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:$159.42 (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
Venture through lush Botanical Gardens and geothermal waters before seeing the phenomenal Twin Falls. Dominica villages and expansive vistas are in ample supply on the tropical Roseau tour.
Price Per Night:$267.14 (USD) (based on double occupancy, for comparison only)
Mar 22, 2025through Mar 29, 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:$216.35 (USD) (based on double occupancy, for comparison only)
Feb 02, 2025through Feb 09, 2025
Itinerary:
Pointe-A-Pitre Guadeloupe, Roseau Dominica, Bridgetown Barbados, Kingstown saint Vincent & Th, Saint George Grenada, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Price Per Night:$288.57 (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
$2,020.00 Cat:Category 6 288.57 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,110.00 Cat:Deluxe Suite with Veranda 587.14 per night
Price Per Night:$292.79 (USD) (based on double occupancy, for comparison only)
Jan 31, 2026through Feb 14, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, 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:$514.14 (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:$154.16 (USD) (based on double occupancy, for comparison only)
Dec 20, 2026through Dec 27, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Cruising, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico
Price Per Night:$134.29 (USD) (based on double occupancy, for comparison only)
May 02, 2026through May 09, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Philipsburg, St. Maarten, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Price Per Night:$280.00 (USD) (based on double occupancy, for comparison only)
Jan 24, 2026through Jan 31, 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:$120.80 (USD) (based on double occupancy, for comparison only)
Oct 17, 2026through Oct 24, 2026
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:$136.58 (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:$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:$591.63 (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, Buzios, Rio De Janeiro, Cabo Frio, Cruising The Coast Of Brazil...
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:$385.78 (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...
Price Per Night:$160.82 (USD) (based on double occupancy, for comparison only)
Apr 19, 2027through Apr 30, 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:$540.00 (USD) (based on double occupancy, for comparison only)
Jan 20, 2027through Jan 30, 2027
Itinerary:
Bridgetown, Bequia, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy, Jost Van Dyke (British Virgin Islands)...
Price Per Night:$121.36 (USD) (based on double occupancy, for comparison only)
Mar 15, 2025through Mar 29, 2025
Itinerary:
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
Sail round trip from New York to the palm-fringed beaches of the Caribbean on this 14-night voyage on Queen Mary 2. On board, fill your days with various activities, or perhaps do nothing at all.
Price Per Night:$288.57 (USD) (based on double occupancy, for comparison only)
Dec 13, 2025through Dec 20, 2025
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
$2,020.00 Cat:Category 6 288.57 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,110.00 Cat:Deluxe Suite with Veranda 587.14 per night
Price Per Night:$625.14 (USD) (based on double occupancy, for comparison only)
Feb 07, 2026through Feb 14, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados
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:$685.71 (USD) (based on double occupancy, for comparison only)
Dec 22, 2025through Jan 05, 2026
Itinerary:
Fort Lauderdale, Florida, Day at sea, Grand Turk, Day at sea, St. Thomas, Basseterre, St. Kitts, Roseau, Bequia, Fort-De-France, St. John's...
Price Per Night:$174.24 (USD) (based on double occupancy, for comparison only)
Dec 13, 2026through Jan 03, 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
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:$362.85 (USD) (based on double occupancy, for comparison only)
Nov 18, 2025through Dec 14, 2025
Itinerary:
Barcelona, Tangier, Carambola Beach, Tortola, San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau...
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:$157.38 (USD) (based on double occupancy, for comparison only)
Dec 19, 2026through Dec 26, 2026
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:$288.57 (USD) (based on double occupancy, for comparison only)
Jan 24, 2026through Jan 31, 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
$2,020.00 Cat:Category 6 288.57 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,110.00 Cat:Deluxe Suite with Veranda 587.14 per night
Price Per Night:$272.79 (USD) (based on double occupancy, for comparison only)
Nov 08, 2025through Nov 22, 2025
Itinerary:
San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Price Per Night:$463.68 (USD) (based on double occupancy, for comparison only)
Dec 02, 2025through Dec 21, 2025
Itinerary:
Bridgetown, Martinique/Fort de France, Basseterre, San Juan, Tortola/Road Town, St. John's (Antigua), Gustavia, Road Bay, Miami, Santo Domingo...
Price Per Night:$139.00 (USD) (based on double occupancy, for comparison only)
Dec 13, 2025through Dec 20, 2025
Itinerary:
San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
Price Per Night:$654.55 (USD) (based on double occupancy, for comparison only)
Feb 16, 2027through Feb 27, 2027
Itinerary:
Bridgetown, Bequia, St George's, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy...
