from
$2,859.00
(USD)
Per Person
Dec 12, 2026
through Dec 28, 2026
through Dec 28, 2026
Nights:
16
Ship:
Azamara Journey
Price Per Night:$178.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Dec 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,275.00
(USD)
Per Person
Nov 12, 2025
through Nov 20, 2025
through Nov 20, 2025
Nights:
8
Ship:
Explora I
Price Per Night:$534.38 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 12, 2025
through Nov 20, 2025
Itinerary:
Miami, Saint John/Cruz Bay, Deshaies, Bridgetown, Roseau, St. Maarten/Philipsburg, San Juan
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,814.00
(USD)
Per Person
Dec 13, 2025
through Jan 03, 2026
through Jan 03, 2026
Nights:
21
Ship:
Zuiderdam
Price Per Night:$181.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Jan 03, 2026
Itinerary:
Miami, Half Moon Cay, Cabo Rojo, Curacao, Bonaire, Aruba, Miami, St Maarten, Antigua, St Lucia...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Oct 18, 2025
through Oct 29, 2025
through Oct 29, 2025
Nights:
11
Ship:
Celebrity Reflection
Price Per Night:$172.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 18, 2025
through Oct 29, 2025
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,433.00
(USD)
Per Person
Mar 19, 2027
through Mar 27, 2027
through Mar 27, 2027
Nights:
8
Ship:
Valiant Lady
Price Per Night:$179.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 19, 2027
through Mar 27, 2027
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$129.00
(USD)
Per Person
May 10, 2025
through May 10, 2027
through May 10, 2027
May 10, 2025
through May 10, 2027
Enjoy some of Dominica's most popular and famous attractions on this private tour such as the Emerald Pool, Trafalgar Falls, Papillote Wilderness Retreat and the Botanical Gardens.
from
$4,224.00
(USD)
Per Person
Nov 21, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
21
Ship:
Rotterdam
Price Per Night:$201.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2026
through Dec 12, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Mahogany Bay, Belize City, Costa Maya, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$763.71
(USD)
Per Person
Nov 19, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
17
Ship:
MSC Virtuosa
Price Per Night:$44.92 (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, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$828.18
(USD)
Per Person
Oct 17, 2026
through Oct 24, 2026
through Oct 24, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$118.31 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 17, 2026
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,820.00
(USD)
Per Person
+ $7,229.00 taxes/fees
Nov 26, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
19
Ship:
Queen Mary 2
Price Per Night:$148.42 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 26, 2025
through Dec 15, 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, London (Southampton), England
Enjoy days waking up to blue skies and sparkling seas on this 19-night voyage. On shore, explore historic Garrisons in Bridgetown and indulge in some retail therapy at Old Roseau market.
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
$8,160.00
(USD)
Per Person
Nov 17, 2025
through Dec 02, 2025
through Dec 02, 2025
Nights:
15
Ship:
Explora I
Price Per Night:$544.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 17, 2025
through Dec 02, 2025
Itinerary:
Bridgetown, Roseau, St. Maarten/Philipsburg, San Juan, Road Bay, St. John's (Antigua), Gustavia, Tortola/Road Town, Miami, Charlotte Amalie (Saint Thomas)...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$844.39
(USD)
Per Person
Nov 14, 2026
through Nov 21, 2026
through Nov 21, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$120.63 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 14, 2026
through Nov 21, 2026
Itinerary:
San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,689.00
(USD)
Per Person
Nov 22, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$263.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 22, 2025
through Dec 06, 2025
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,979.00
(USD)
Per Person
+ $214.00 taxes/fees
Jan 04, 2026
through Feb 08, 2026
through Feb 08, 2026
Nights:
35
Ship:
Queen Victoria
Price Per Night:$142.26 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2026
through Feb 08, 2026
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,159.00
(USD)
Per Person
Nov 15, 2025
through Nov 29, 2025
through Nov 29, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$225.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2025
through Nov 29, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Charlotte Amalie, St. Thomas, St. John's, Antigua...
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
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
$3,099.00
(USD)
Per Person
Oct 01, 2025
through Oct 08, 2025
through Oct 08, 2025
Nights:
7
Ship:
Viking Vela
Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 01, 2025
through Oct 08, 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
$4,649.00
(USD)
Per Person
Dec 29, 2025
through Jan 08, 2026
through Jan 08, 2026
Nights:
10
Ship:
Viking Sea
Price Per Night:$464.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 29, 2025
through Jan 08, 2026
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.
from
$744.79
(USD)
Per Person
Dec 13, 2025
through Dec 20, 2025
through Dec 20, 2025
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$106.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 20, 2025
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., Roseau, Dominica, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico
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
$4,729.00
(USD)
Per Person
Feb 13, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$225.19 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 13, 2027
through Mar 06, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$739.00
(USD)
Per Person
Jan 17, 2027
through Jan 24, 2027
through Jan 24, 2027
Nights:
7
Ship:
MSC Seaview
Price Per Night:$105.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 17, 2027
through Jan 24, 2027
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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$92.00
(USD)
Per Person
May 10, 2025
through May 10, 2027
through May 10, 2027
May 10, 2025
through May 10, 2027
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.
from
$6,299.00
(USD)
Per Person
Dec 06, 2026
through Dec 20, 2026
through Dec 20, 2026
Nights:
14
Ship:
Seabourn Quest
Price Per Night:$449.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 06, 2026
through Dec 20, 2026
Itinerary:
Miami, San Juan, Virgin Gorda, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Road Bay, Great Harbour, Jost Van Dyke...
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
$2,549.00
(USD)
Per Person
Nov 14, 2026
through Nov 28, 2026
through Nov 28, 2026
Nights:
14
Ship:
Azamara Journey
Price Per Night:$182.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 14, 2026
through Nov 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,709.00
(USD)
Per Person
Dec 27, 2025
through Jan 14, 2026
through Jan 14, 2026
Nights:
18
Ship:
Koningsdam
Price Per Night:$206.06 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 14, 2026
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$95.00
(USD)
Per Person
May 10, 2025
through May 10, 2027
through May 10, 2027
May 10, 2025
through May 10, 2027
Enjoy marvelous sights,and swimming on this fun Roseau tour.
