Price Per Night: $292.79 (USD)(for comparison only)
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: $122.13 (USD)(for comparison only)
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Price Per Night: $585.00 (USD)(for comparison only)
Itinerary:
Miami, Providenciales, St. John's (Antigua), Roseau, Bequia, Bridgetown
Miami's cosmopolitan charms launch our journey into tropical mystique and coastal enchantment. Relax in elegant luxury on the gentle waves as we drift into Providenciales to be welcomed by expansive paradise beaches.
Price Per Night: $151.78 (USD)(for comparison only)
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Price Per Night: $120.76 (USD)(for comparison only)
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: $464.90 (USD)(for comparison only)
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: $127.40 (USD)(for comparison only)
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Price Per Night: $290.00 (USD)(for comparison only)
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
Price Per Night: $118.17 (USD)(for comparison only)
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: $221.36 (USD)(for comparison only)
Itinerary:
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
Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.
Price Per Night: $127.40 (USD)(for comparison only)
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
Price Per Night: $136.94 (USD)(for comparison only)
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: $157.38 (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: $642.71 (USD)(for comparison only)
Itinerary:
Barbados, Carambola Beach, Saint Pierre, Roseau, Terre-De-Haut, 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: $146.15 (USD)(for comparison only)
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: $235.64 (USD)(for comparison only)
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Price Per Night: $142.26 (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: $179.13 (USD)(for comparison only)
Itinerary:
San Juan, St. Thomas, Sailing, Bridgetown, Kingstown, Roseau, Philipsburg, Sailing, San Juan
This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica - known for its lush rainforests - then St. Maarten, before sailing back to San Juan.
Price Per Night: $63.63 (USD)(for comparison only)
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: $384.11 (USD)(for comparison only)
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Scenic Sailing: Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury), Sail the North Sea, Edinburgh (Rosyth)...
Trace the Iberian Peninsula during quiet season and revel in the relaxed atmosphere of Spain’s mild winter climate. Explore the legacy of Moorish culture at the magnificent Alhambra Palace, indulge in delectable cuisine and explore Roman history in Cartagena. Call at iconic London and travel through the pristine landscapes of Norway, marveling at snowcapped peaks and icy fjords as you search for the north’s mesmerizing phenomenon, the aurora borealis.
Price Per Night: $724.29 (USD)(for comparison only)
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: $501.36 (USD)(for comparison only)
Itinerary:
San Juan, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados, Carambola Beach, Saint Pierre, Terre-De-Haut...
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: $716.25 (USD)(for comparison only)
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: $811.67 (USD)(for comparison only)
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: $658.25 (USD)(for comparison only)
Itinerary:
Halifax (Nova Scotia), Canada, Shelburne (Nova Scotia), Canada, St. George's, Bermuda, Hamilton, Bermuda, Jost Van Dyke, British Virgin Islands, Carambola Beach, Fort-de-France, Cabrits (Portsmouth), Dominica, Philipsburg
The icy waterways from Canada will lead you to tropical paradises on this exciting expedition. With two overnights in the UNESCO-listed St. George's, the splendors of Bermuda beckon for exploration, from the rich history of the iconic King's Square to Tobacco Bay Beach for snorkeling adventures amid stunning underwater scenery.
Price Per Night: $714.14 (USD)(for comparison only)
Itinerary:
Barbados, Carambola Beach, Point-A-Pitre, Trois Ilets, 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: $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: $169.14 (USD)(for comparison only)
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
Price Per Night: $212.75 (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: $266.60 (USD)(for comparison only)
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown, Basseterre, St. John's...
Discover less-traveled roads and concealed refuges throughout the Caribbean on this 14-day cruise that blends iconic destinations and little-known shorelines like a favorite beachside cocktail. Search for green sea turtles and watch iridescent fish flit among sunken freighter wreckage from the dry side of a porthole in a Gustavia-based, semi-submersible. Sail past St. Kitts uncrowded southeast shores before slipping silently beneath the surface to snorkel among exotic fish and colorful coral.
Price Per Night: $633.75 (USD)(for comparison only)
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: $379.90 (USD)(for comparison only)
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)(for comparison only)
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
