from
$14,799.00
(USD)
Per Person
Oct 23, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
57
Ship:
Insignia
Price Per Night:$259.63 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 23, 2026
through Dec 19, 2026
Itinerary:
Venice, Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples/Pompeii, Rome (Civitavecchia), Barcelona...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,899.00
(USD)
Per Person
Dec 22, 2026
through Jan 02, 2027
through Jan 02, 2027
Nights:
11
Ship:
Rotterdam
Price Per Night:$263.55 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 22, 2026
through Jan 02, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,298.00
(USD)
Per Person
Jan 11, 2027
through Jan 30, 2027
through Jan 30, 2027
Nights:
19
Ship:
Viking Libra
Price Per Night:$384.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2027
through Jan 30, 2027
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.
from
$6,000.00
(USD)
Per Person
Feb 12, 2026
through Feb 19, 2026
through Feb 19, 2026
Nights:
7
Ship:
Silver Shadow
Price Per Night:$857.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 12, 2026
through Feb 19, 2026
Itinerary:
Bridgetown, Trois Ilets, Kingstown, St. Vincent, Roseau, Gustavia, St Barthelemy, St John, St. John's, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,099.00
(USD)
Per Person
+ $17.00 taxes/fees
Dec 28, 2025
through Jan 04, 2026
through Jan 04, 2026
Nights:
7
Ship:
Wind Spirit
Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 28, 2025
through 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,184.00
(USD)
Per Person
Feb 20, 2027
through Feb 27, 2027
through Feb 27, 2027
Nights:
7
Ship:
Valiant Lady
Price Per Night:$169.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 20, 2027
through Feb 27, 2027
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,729.00
(USD)
Per Person
Nov 28, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
14
Ship:
Azamara Journey
Price Per Night:$194.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 28, 2026
through Dec 12, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,030.00
(USD)
Per Person
Mar 07, 2026
through Mar 14, 2026
through Mar 14, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 07, 2026
through Mar 14, 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
Outside
Balcony
Suite
from
$2,499.00
(USD)
Per Person
+ $21.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
7
Ship:
Wind Spirit
Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 07, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown
Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,090.00
(USD)
Per Person
Dec 04, 2026
through Dec 16, 2026
through Dec 16, 2026
Nights:
12
Ship:
Le Bougainville
Price Per Night:$340.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 04, 2026
through Dec 16, 2026
Itinerary:
Cadiz, Portsmouth, Fort-de-France
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 12, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$127.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,599.00
(USD)
Per Person
+ $52.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
7
Ship:
Wind Surf
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 07, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia, Philipsburg, St. Maarten
From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Nov 28, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$130.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 28, 2026
through Dec 05, 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,599.00
(USD)
Per Person
+ $116.00 taxes/fees
Feb 17, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
18
Ship:
Wind Surf
Price Per Night:$311.06 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2026
through Mar 07, 2026
Itinerary:
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,634.00
(USD)
Per Person
Feb 27, 2026
through Mar 25, 2026
through Mar 25, 2026
Nights:
26
Ship:
Zuiderdam
Price Per Night:$178.23 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 27, 2026
through Mar 25, 2026
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa, Exit Panama Canal Cristobal...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,139.00
(USD)
Per Person
Nov 29, 2025
through Dec 20, 2025
through Dec 20, 2025
Nights:
21
Ship:
Koningsdam
Price Per Night:$149.48 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 20, 2025
Itinerary:
Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Curacao, Bonaire, Aruba, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,080.00
(USD)
Per Person
Jan 02, 2027
through Jan 09, 2027
through Jan 09, 2027
Nights:
7
Ship:
Royal Clipper
Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 02, 2027
through Jan 09, 2027
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
Outside
Balcony
Suite
from
$939.00
(USD)
Per Person
Nov 29, 2025
through Dec 05, 2025
through Dec 05, 2025
Nights:
6
Ship:
Valiant Lady
Price Per Night:$156.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 05, 2025
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,599.00
(USD)
Per Person
+ $8,887.00 taxes/fees
Feb 25, 2027
through Mar 09, 2027
through Mar 09, 2027
Nights:
12
Ship:
Queen Elizabeth
Price Per Night:$133.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 25, 2027
through Mar 09, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Twelve nights on Queen Elizabeth bring a chance to enjoy life on board when you’re not exploring colonial architecture and colorful, vibrant streets in places like Puerto Rico, Antigua, and Barbados.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 23, 2026
through Mar 06, 2026
through Mar 06, 2026
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$201.15 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 23, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,599.00
(USD)
Per Person
+ $17.00 taxes/fees
Mar 21, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
7
Ship:
Wind Spirit
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Mar 28, 2026
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $82.00 taxes/fees
Feb 21, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
14
Ship:
Wind Spirit
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 21, 2026
through 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,999.00
(USD)
Per Person
Jan 31, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$642.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 31, 2026
through Feb 14, 2026
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre...
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,434.00
(USD)
Per Person
Nov 01, 2025
through Nov 29, 2025
through Nov 29, 2025
Nights:
28
Ship:
Koningsdam
Price Per Night:$158.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 01, 2025
through Nov 29, 2025
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Puntarenas, Panama Canal (Cruising), Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Aruba...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,999.00
(USD)
Per Person
Feb 16, 2026
through Feb 26, 2026
through Feb 26, 2026
Nights:
10
Ship:
Nautica
Price Per Night:$299.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 16, 2026
through Feb 26, 2026
Itinerary:
Miami, Philipsburg, St. John's, Fort-De-France, Roseau, Frederiksted, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,999.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 14, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$285.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 14, 2026
through 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$9,000.00
(USD)
Per Person
Feb 07, 2027
through Feb 19, 2027
through Feb 19, 2027
Nights:
12
Ship:
Silver Ray
Price Per Night:$750.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2027
through Feb 19, 2027
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Basseterre, St. Kitts, Gustavia, St Barthelemy, St. John's, Deshaies, Roseau, Fort-De-France...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,099.00
(USD)
Per Person
Oct 02, 2025
through Oct 09, 2025
through Oct 09, 2025
Nights:
7
Ship:
Viking Saturn
Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 02, 2025
through Oct 09, 2025
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.
from
$1,970.00
(USD)
Per Person
Feb 21, 2026
through Feb 28, 2026
through Feb 28, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 21, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,999.00
(USD)
Per Person
+ $38.00 taxes/fees
Feb 28, 2026
through Mar 15, 2026
through Mar 15, 2026
Nights:
15
Ship:
Wind Spirit
Price Per Night:$266.60 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 15, 2026
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,559.00
(USD)
Per Person
+ $450.00 taxes/fees
Feb 22, 2026
through Mar 22, 2026
through Mar 22, 2026
Nights:
28
Ship:
Queen Victoria
Price Per Night:$127.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 22, 2026
through Mar 22, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England
Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,970.00
(USD)
Per Person
Jan 24, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,989.00
(USD)
Per Person
Feb 14, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$189.95 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 14, 2026
through Mar 07, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,030.00
(USD)
Per Person
Feb 21, 2026
through Feb 28, 2026
through Feb 28, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 21, 2026
through Feb 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
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Mar 03, 2026
through Mar 18, 2026
through Mar 18, 2026
Nights:
15
Ship:
Insignia
Price Per Night:$333.27 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 03, 2026
through Mar 18, 2026
Itinerary:
Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,559.00
(USD)
Per Person
Nov 08, 2025
through Nov 22, 2025
through Nov 22, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$254.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 08, 2025
through Nov 22, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 27, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$145.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 27, 2027
through Mar 06, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,264.00
(USD)
Per Person
Feb 14, 2026
through Feb 25, 2026
through Feb 25, 2026
Nights:
11
Ship:
Koningsdam
Price Per Night:$205.82 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 14, 2026
through Feb 25, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,300.00
(USD)
Per Person
Feb 06, 2027
through Feb 16, 2027
through Feb 16, 2027
Nights:
10
Ship:
Silver Shadow
Price Per Night:$530.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2027
through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,030.00
(USD)
Per Person
Jan 24, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through 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
Outside
Balcony
Suite
from
$4,160.00
(USD)
Per Person
Feb 12, 2026
through Feb 20, 2026
through Feb 20, 2026
Nights:
8
Ship:
Explora I
Price Per Night:$520.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 12, 2026
through Feb 20, 2026
Itinerary:
Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, Saint John/Cruz Bay, San Juan
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,164.00
(USD)
Per Person
Mar 14, 2026
through Mar 25, 2026
through Mar 25, 2026
Nights:
11
Ship:
Zuiderdam
Price Per Night:$196.73 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 14, 2026
through 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...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,499.00
(USD)
Per Person
Jan 15, 2026
through Feb 15, 2026
through Feb 15, 2026
Nights:
31
Ship:
Insignia
Price Per Night:$274.16 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 15, 2026
through Feb 15, 2026
Itinerary:
Miami, Oranjestad, Willemstad, Port Of Spain, St. George's, Castries, Kingstown, Roseau, Fort-De-France, Bridgetown...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$74,149.00
(USD)
Per Person
Dec 20, 2025
through Jul 05, 2026
through Jul 05, 2026
Nights:
197
Ship:
Vista
Price Per Night:$376.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Jul 05, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Corinto, Puntarenas, Panama Canal Daylight Transit, Cartagena...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,010.00
(USD)
Per Person
Dec 05, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2026
through Dec 12, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 21, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Apr 04, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, St. John's, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,080.00
(USD)
Per Person
Jan 30, 2027
through Feb 06, 2027
through Feb 06, 2027
Nights:
7
Ship:
Royal Clipper
Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 30, 2027
through Feb 06, 2027
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
Outside
Balcony
Suite
