from
$2,030.00
(USD)
Per Person
Mar 21, 2026
through Mar 28, 2026
through Mar 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)
Mar 21, 2026
through 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
Outside
Balcony
Suite
from
$2,214.00
(USD)
Per Person
Jan 24, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
11
Ship:
Koningsdam
Price Per Night:$201.27 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Feb 04, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,699.00
(USD)
Per Person
Feb 09, 2026
through Feb 19, 2026
through Feb 19, 2026
Nights:
10
Ship:
Allura
Price Per Night:$469.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 09, 2026
through Feb 19, 2026
Itinerary:
Miami, San Juan, Basseterre, Castries, Roseau, Charlotte Amalie, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,700.00
(USD)
Per Person
Jan 26, 2026
through Feb 02, 2026
through Feb 02, 2026
Nights:
7
Ship:
Silver Spirit
Price Per Night:$814.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 26, 2026
through Feb 02, 2026
Itinerary:
Bridgetown, Castries, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Bequia, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,024.00
(USD)
Per Person
Feb 04, 2026
through Feb 25, 2026
through Feb 25, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$191.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 04, 2026
through Feb 25, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, St Kitts, St Croix, San Juan, Fort Lauderdale, Half Moon Cay, St Thomas...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,144.00
(USD)
Per Person
Feb 14, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
20
Ship:
Zuiderdam
Price Per Night:$207.20 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 14, 2027
through Mar 06, 2027
Itinerary:
Miami, Relaxaway Half Moon Cay, San Juan, St Thomas, Tortola, St Maarten, Antigua, Scenic Cruising Soufriere Bay, St Lucia, Roseau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,930.00
(USD)
Per Person
Feb 17, 2027
through Feb 24, 2027
through Feb 24, 2027
Nights:
7
Ship:
Le Bougainville
Price Per Night:$847.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2027
through Feb 24, 2027
Itinerary:
Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Bridgetown, Vieux Fort
Other Categories Starting At:
Inside
Outside
Balcony
Suite
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
$2,079.00
(USD)
Per Person
Dec 27, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
10
Ship:
Azamara Quest
Price Per Night:$207.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 06, 2026
Itinerary:
Bridgetown, Mayreau, Grenadines, Castries, Roseau, Basseterre, Philipsburg, Road Town, Tortola, Miami, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $43.00 taxes/fees
Mar 21, 2026
through Apr 12, 2026
through Apr 12, 2026
Nights:
22
Ship:
Wind Spirit
Price Per Night:$186.32 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Apr 12, 2026
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,299.00
(USD)
Per Person
+ $116.00 taxes/fees
Feb 21, 2026
through Mar 21, 2026
through Mar 21, 2026
Nights:
28
Ship:
Wind Spirit
Price Per Night:$296.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 21, 2026
through Mar 21, 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...
Get acquainted with the Caribbean’s most iconic and little-known vacation destinations during this comprehensive and romantic 28-port, 20-country voyage to the Windward and Leeward Islands, Colombia, and a guided daylight transit of the Panama Canal. Zipline through the shady Antigua Rainforest near Falmouth Harbour. Savor deep-fried pastries filled with warm and tasty seafood on Bonaire. Board a semi-submersible bound for underwater marine parks and sunken ships off the shores of St. Barts.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,299.00
(USD)
Per Person
Jan 11, 2027
through Jan 18, 2027
through Jan 18, 2027
Nights:
7
Ship:
Viking Libra
Price Per Night:$328.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2027
through Jan 18, 2027
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury)
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
$3,399.00
(USD)
Per Person
+ $103.00 taxes/fees
Dec 02, 2025
through Dec 14, 2025
through Dec 14, 2025
Nights:
12
Ship:
Wind Surf
Price Per Night:$283.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 02, 2025
through Dec 14, 2025
Itinerary:
Philipsburg, St. Maarten, 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, Roseau, Mayreau...
Escape on an extraordinary tropical vacation on this twelve-day cruise to hidden harbors and secluded beaches throughout the Lesser Antilles in the Caribbean. Board a catamaran bound for Norman Island off Tortola and listen to pirate legends and treasure tales prior to your secluded snorkeling excursion among pristine reefs and tropical fish.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,999.00
(USD)
Per Person
Feb 06, 2026
through Feb 16, 2026
through Feb 16, 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 06, 2026
through Feb 16, 2026
Itinerary:
Miami, Tortola, Basseterre, Roseau, St. John's, Philipsburg, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,264.00
(USD)
Per Person
Jan 03, 2026
through Jan 14, 2026
through Jan 14, 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)
Jan 03, 2026
through Jan 14, 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
$3,489.00
(USD)
Per Person
Dec 19, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
18
Ship:
Azamara Quest
Price Per Night:$193.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2025
through Jan 06, 2026
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Bridgetown, Mayreau, Grenadines, Castries...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 01, 2025
through Dec 12, 2025
through Dec 12, 2025
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$149.88 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 01, 2025
through Dec 12, 2025
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,399.00
(USD)
Per Person
Jan 08, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
19
Ship:
Insignia
Price Per Night:$284.16 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 08, 2026
through Jan 27, 2026
Itinerary:
Miami, Costa Maya, Belize City, Roatan, Cozumel, Miami, Oranjestad, Willemstad, Port Of Spain, St. George's...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,129.83
(USD)
Per Person
Nov 29, 2025
through Dec 11, 2025
through Dec 11, 2025
Nights:
12
Ship:
Vision of the Seas
Price Per Night:$94.15 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 11, 2025
Itinerary:
Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Fort- De- France, Martinique, Roseau, Dominica, Philipsburg, St. Maarten, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,459.00
(USD)
Per Person
Jan 23, 2027
through Feb 13, 2027
through Feb 13, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$212.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 23, 2027
through Feb 13, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,139.00
(USD)
Per Person
Dec 12, 2026
through Dec 18, 2026
through Dec 18, 2026
Nights:
6
Ship:
Azamara Journey
Price Per Night:$189.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Dec 18, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$854.93
(USD)
Per Person
Jan 30, 2027
through Feb 06, 2027
through Feb 06, 2027
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$122.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 30, 2027
through Feb 06, 2027
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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,080.00
(USD)
Per Person
Dec 05, 2026
through Dec 12, 2026
through Dec 12, 2026
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)
Dec 05, 2026
through Dec 12, 2026
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
$4,654.00
(USD)
Per Person
Mar 06, 2027
through Mar 27, 2027
through Mar 27, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$221.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 06, 2027
through Mar 27, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Mar 22, 2027
through Apr 02, 2027
through Apr 02, 2027
Nights:
11
Ship:
Celebrity Eclipse
Price Per Night:$158.15 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 22, 2027
through Apr 02, 2027
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,539.00
(USD)
Per Person
Nov 21, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
14
Ship:
Azamara Journey
Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2026
through Dec 05, 2026
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
from
$8,410.00
(USD)
Per Person
Mar 22, 2027
through Apr 03, 2027
through Apr 03, 2027
Nights:
12
Ship:
Le Laperouse
Price Per Night:$700.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 22, 2027
through Apr 03, 2027
Itinerary:
Fort-de-France, Antigua, Marigot, Jost Van Dyke, South Friars Bay, Saint-Kitts, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Union Island...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,359.00
(USD)
Per Person
Dec 05, 2026
through Dec 18, 2026
through Dec 18, 2026
Nights:
13
Ship:
Azamara Journey
Price Per Night:$181.46 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2026
through 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...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 08, 2027
through Feb 19, 2027
through Feb 19, 2027
Nights:
11
Ship:
Celebrity Eclipse
Price Per Night:$151.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 08, 2027
through Feb 19, 2027
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
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
$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
$2,789.00
(USD)
Per Person
+ $20,768.00 taxes/fees
Feb 16, 2027
through Mar 09, 2027
through Mar 09, 2027
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$132.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 16, 2027
through 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.
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
$2,354.00
(USD)
Per Person
Jan 12, 2027
through Jan 23, 2027
through Jan 23, 2027
Nights:
11
Ship:
Rotterdam
Price Per Night:$214.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 12, 2027
through Jan 23, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,010.00
(USD)
Per Person
Feb 27, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
7
Ship:
Star Clipper
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 27, 2027
through Mar 06, 2027
Itinerary:
St. George's, Grenada, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, Soufriere, St. Lucia, Beach, Martinique, Cabrits, Dominica, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts, St. John's, Antigua
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,499.00
(USD)
Per Person
+ $120.00 taxes/fees
Feb 28, 2026
through Mar 14, 2026
through Mar 14, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$321.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 14, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$758.46
(USD)
Per Person
Dec 06, 2026
through Dec 13, 2026
through Dec 13, 2026
Nights:
7
Ship:
MSC Seaview
Price Per Night:$108.35 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 06, 2026
through Dec 13, 2026
Itinerary:
Pointe-A-Pitre Guadeloupe, Philipsburg St. Maarten, St. John's Antigua And Barbuda, Basseterre St Kitts & Nevis, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
from
$14,599.00
(USD)
Per Person
Feb 17, 2026
through Mar 13, 2026
through Mar 13, 2026
Nights:
24
Ship:
Seven Seas Splendor
Price Per Night:$608.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2026
through Mar 13, 2026
Itinerary:
Buenos Aires, Punta Del Este, Rio Grande, Cruising The Coast Of Brazil, Porto Belo, Santos, Ilha Grande, Rio De Janeiro, Buzios, Cruising The Coast Of Brazil...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Feb 06, 2027
through Feb 13, 2027
through Feb 13, 2027
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$714.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2027
through Feb 13, 2027
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.
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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
$8,000.00
(USD)
Per Person
Feb 19, 2026
through Mar 05, 2026
through Mar 05, 2026
Nights:
14
Ship:
Silver Shadow
Price Per Night:$571.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 19, 2026
through Mar 05, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
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Inside
Outside
Balcony
Suite
from
$1,114.71
(USD)
Per Person
Nov 19, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
17
Ship:
MSC Virtuosa
Price Per Night:$65.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2025
through Dec 06, 2025
Itinerary:
Rotterdam (Amsterdam) Netherlands, Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, Basseterre S?o Crist?v?o E Nevis, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica...
from
$4,099.00
(USD)
Per Person
+ $34.00 taxes/fees
Mar 07, 2026
through Mar 21, 2026
through Mar 21, 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)
Mar 07, 2026
through Mar 21, 2026
Itinerary:
Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown, Tobago Cays, Pigeon Island...
The Windward Islands will enchant you with their natural beauty – dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage you’ll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See nature’s artistry in the lush green volcanic pitons of St.
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Inside
Outside
Balcony
Suite
from
$1,309.00
(USD)
Per Person
Nov 15, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
20
Ship:
MSC Seaview
Price Per Night:$65.45 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2026
through Dec 05, 2026
Itinerary:
Civitavecchia (Rome) Italy, Ajaccio (Corsica) France, 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...
from
$1,200.00
(USD)
Per Person
Dec 05, 2025
through Dec 13, 2025
through Dec 13, 2025
Nights:
8
Ship:
Valiant Lady
Price Per Night:$150.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2025
through Dec 13, 2025
Itinerary:
San Juan, Curacao, Aruba, Roseau, Antigua, Philipsburg, San Juan
This 8-night getaway provides a day of on-board relaxation while sailing to the sprawling coral reefs and ocean blues as bright as the drink it's famous for, Curaçao. Dock the next day on the white sand beaches of Aruba, followed by a self-care day at sea before arriving in Dominica. Next, wake up in St. John's, Antigua then at the lush landscapes of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 24, 2026
through Jan 04, 2027
through Jan 04, 2027
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$198.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 24, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
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
