Imagine Travel and Cruises
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Destination Page: Dominica2

(46 offers included)
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Silversea Cruises Logo
Caribbean & Central America Cruise Bridgetown to Fort Lauderdale
Departing on Jan 05, 2026 on the Silver Spirit
Nights: 11
Dates: Jan 05, 2026 through Jan 16, 2026
Itinerary:
Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Charlestown (Nevis), St. John's, St John, Road Town, Tortola, Day at sea...
from
$7,400.00
(USD)
Per Person
More Details Contact Us
Le Bellot Sailing
Ponant Logo
Pearls of the Caribbean
Departing on Dec 12, 2025 on the Le Bellot
Nights: 8
Dates: Dec 12, 2025 through Dec 20, 2025
Ship: Le Bellot
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, Fort-De-France
from
$5,070.00
(USD)
Per Person
+ $450.00 taxes/fees
More Details Contact Us
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Silversea Cruises Logo
Caribbean & Central America Cruise Philipsburg to Bridgetown
Departing on Jan 18, 2026 on the Silver Shadow
Nights: 7
Dates: Jan 18, 2026 through Jan 25, 2026
Itinerary:
Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown
from
$6,000.00
(USD)
Per Person
More Details Contact Us
Azamara Journey Exterior
Azamara Logo
Caribbean Journey Voyage
Departing on Mar 22, 2025 on the Azamara Journey
Nights: 9
Dates: Mar 22, 2025 through Mar 31, 2025
Itinerary:
Bridgetown, Castries, Roseau, Charlestown, Philipsburg, Virgin Gorda, San Juan, Puerto Rico, Miami, Florida
from
$3,999.00
(USD)
Per Person
More Details Contact Us
Seabourn Ovation
Seabourn Cruise Line Logo
7-Day Caribbean Gems Roundtrip from Bridgetown, Barbados
Departing on Feb 07, 2026 on the Seabourn Ovation
Nights: 7
Dates: Feb 07, 2026 through 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.
from
$4,929.00
(USD)
Per Person
More Details Contact Us
Distinctive Voyages
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Viking Ocean Cruises Logo
Iberian Explorer Barcelona to London (Tilbury)
Departing on Jan 20, 2026 on the Viking Neptune
Nights: 7
Dates: Jan 20, 2026 through Jan 27, 2026
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
$2,299.00
(USD)
Per Person
More Details Contact Us
Queen Victoria
Cunard Line Logo
Eastern Caribbean, 28 Nights
Departing on Feb 22, 2026 on the Queen Victoria
Nights: 28
Dates: 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.
from
$3,059.00
(USD)
Per Person
+ $450.00 taxes/fees
More Details Contact Us
Inside
$3,059.00
Cat: IF
$109.25/Night
Outside
$4,409.00
Cat: FB
$157.46/Night
Balcony
$5,019.00
Cat: CA
$179.25/Night
Suite
$13,951.00
Cat: P2
$498.25/Night
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Royal Caribbean International Logo
Ft. Lauderdale To San Juan Fort Lauderdale, Florida to San Juan, Puerto Rico
Departing on Oct 31, 2025 on the Jewel of the Seas
Nights: 8
Dates: Oct 31, 2025 through Nov 08, 2025
Itinerary:
Fort Lauderdale, Florida, Cruising, Labadee, Haiti, Cruising, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, Philipsburg, St. Maarten, San Juan, Puerto Rico
from
$787.82
(USD)
Per Person
More Details Contact Us
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Dec 07, 2025 on the Wind Surf
Nights: 14
Dates: Dec 07, 2025 through Dec 21, 2025
Ship: Wind Surf
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.
from
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
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Silversea Cruises Logo
Caribbean & Central America Cruise Bridgetown to San Juan
Departing on Feb 16, 2027 on the Silver Shadow
Nights: 11
Dates: Feb 16, 2027 through Feb 27, 2027
Itinerary:
Bridgetown, Bequia, St George's, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy...
from
$7,200.00
(USD)
Per Person
More Details Contact Us
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Mar 08, 2025 on the Wind Surf
Nights: 14
Dates: Mar 08, 2025 through Mar 22, 2025
Ship: Wind Surf
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.
from
$5,499.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Ultimate Southern Caribbean
Departing on Feb 05, 2027 on the Celebrity Ascent
Nights: 10
Dates: Feb 05, 2027 through Feb 15, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Castries, St. Lucia, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
from
$1,749.31
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,989.31
Cat: I2
$198.93/Night
Outside
$2,104.31
Cat: O2
$210.43/Night
Balcony
$2,380.81
Cat: P2
$238.08/Night
Suite
$6,874.31
Cat: MS
$687.43/Night
Amenity Departure Dates
Queen Elizabeth
Cunard Line Logo
Eastern Caribbean, 12 Nights (Q707) Roundtrip from Miami, FL, USA
Departing on Feb 25, 2027 on the Queen Elizabeth
Nights: 12
Dates: 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.
from
$1,599.00
(USD)
Per Person
+ $8,887.00 taxes/fees
More Details Contact Us
Inside
$1,599.00
Cat: IF
$133.25/Night
Outside
$1,999.00
Cat: FC
$166.58/Night
Balcony
$2,549.00
Cat: CB
$212.42/Night
Suite
$7,149.00
Cat: P2
$595.75/Night
Viking Sky Exterior
Viking Ocean Cruises Logo
Iberian Explorer London (Tilbury) to Barcelona
Departing on Sep 30, 2027 on the Viking Sky
Nights: 7
Dates: Sep 30, 2027 through Oct 07, 2027
Ship: Viking Sky
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
$3,299.00
(USD)
Per Person
More Details Contact Us
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Royal Caribbean International Logo
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 20, 2025 on the Jewel of the Seas
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 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
from
$1,014.10
(USD)
Per Person
More Details Contact Us
Amenity Departure Dates
Le Ponant Primary Exterior
Ponant Logo
Gliding the Waters of the Windward Islands
Departing on Jan 03, 2026 on the Le Ponant
Nights: 7
Dates: Jan 03, 2026 through Jan 10, 2026
Ship: Le Ponant
Itinerary:
Pointe-À-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing By Les Pitons, Soufrière, At Sea Aboard Le Ponant, Anses-D'arlet, Marie-Galante, Pointe-À-Pitre
from
$7,980.00
(USD)
Per Person
+ $390.00 taxes/fees
More Details Contact Us
Grandeur of the Seas in Curacao
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from Fort Lauderdale, Florida
Departing on Mar 21, 2025 on the Grandeur of the Seas
Nights: 9
Dates: Mar 21, 2025 through Mar 30, 2025
Itinerary:
Fort Lauderdale, Florida, Cruising, Philipsburg, St. Maarten, Roseau, Dominica, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico, Puerto Plata, Dominican Rep, Cruising, Fort Lauderdale, Florida
from
$1,702.64
(USD)
Per Person
Non-Refundable
More Details Contact Us
Amenity Departure Dates
Wind Spirit Tahiti
Windstar Cruises Logo
JEWELS OF THE WINDWARD ISLANDS
Departing on Mar 21, 2026 on the Wind Spirit
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Wind Spirit
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.
from
$2,599.00
(USD)
Per Person
+ $17.00 taxes/fees
More Details Contact Us
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Oceania Cruises Logo
Elegant Tropical Enclaves Roundtrip from Miami
Departing on Apr 08, 2025 on the Vista
Nights: 23
Dates: Apr 08, 2025 through May 01, 2025
Ship: Vista
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Bridgetown, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami...
from
$9,399.00
(USD)
Per Person
More Details Contact Us
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Nov 28, 2026 on the Celebrity Constellation
Nights: 7
Dates: 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
from
$945.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$945.94
Cat: Z
$135.13/Night
Outside
$995.94
Cat: Y
$142.28/Night
Balcony
$1,245.94
Cat: X
$177.99/Night
Suite
$2,585.94
Cat: S1
$369.42/Night
Amenity Departure Dates
Offer Image
Oceania Cruises Logo
Leeward Isles Serenade Roundtrip from Tampa
Departing on Mar 03, 2026 on the Insignia
Nights: 15
Dates: Mar 03, 2026 through Mar 18, 2026
Ship: Insignia
Itinerary:
Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa
from
$4,799.00
(USD)
Per Person
More Details Contact Us
Inside
$4,799.00
Cat: G
$319.93/Night
Outside
$5,399.00
Cat: D
$359.93/Night
Balcony
$7,099.00
Cat: B2
$473.27/Night
Suite
$9,199.00
Cat: PH3
$613.27/Night
Distinctive Voyages
Wild Grace & Island Bliss in the Antilles
Explora Journeys Logo
An Extended Journey of Caribbean Celebration and Island Bliss
Departing on Dec 12, 2025 on the Explora I
Nights: 17
Dates: Dec 12, 2025 through Dec 29, 2025
Ship: Explora I
Itinerary:
Miami, Santo Domingo, San Juan, Basseterre, Les Trois-Îlets , Roseau, Kingstown, Bridgetown, Tobago/Scarborough, Martinique/Fort de France...
Brilliant biodiversity, conquistadors and haute cuisine bridge our journey from Miami to Bridgetown as we make maiden calls in Santo Domingo and Les Trois-Îlets. But it's the in-between outposts that stay with us - afternoons wandering jungle paths thick with secrets in Basseterre and Roseau, the wild kind of grace we find in Kingstown and the limey vibes in Bridgetown.
from
$8,395.00
(USD)
Per Person
More Details Contact Us
Brilliance of the Seas Exterior Side
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Jan 31, 2027 on the Brilliance of the Seas
Nights: 7
Dates: Jan 31, 2027 through Feb 07, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Cruising, San Juan, Puerto Rico
from
$797.82
(USD)
Per Person
More Details Contact Us
Amenity Departure Dates
Azamara Journey Exterior
Azamara Logo
Eastern Caribbean Cruise: St.Lucia, Dominica & St.Kitts
Departing on Nov 28, 2026 on the Azamara Journey
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
from
$1,399.00
(USD)
Per Person
More Details Contact Us
Inside
$1,399.00
Cat: 12
$199.86/Night
Outside
$1,669.00
Cat: 08
$238.43/Night
Balcony
$2,229.00
Cat: V3
$318.43/Night
Suite
$3,669.00
Cat: N2
$524.14/Night
Miami Beach
Explora Journeys Logo
A Journey of Wild Grace and Island Bliss in the Antilles
Departing on Dec 12, 2025 on the Explora I
Nights: 9
Dates: Dec 12, 2025 through Dec 21, 2025
Ship: Explora I
Itinerary:
Miami, Santo Domingo, San Juan, Basseterre, Les Trois-Îlets , Roseau, Kingstown, Bridgetown
from
$3,975.00
(USD)
Per Person
More Details Contact Us
Distinctive Voyages
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Jan 16, 2027 on the Celebrity Constellation
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 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
from
$945.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$945.94
Cat: Z
$135.13/Night
Outside
$995.94
Cat: Y
$142.28/Night
Balcony
$1,245.94
Cat: X
$177.99/Night
Suite
$2,385.94
Cat: S1
$340.85/Night
Amenity Departure Dates
Azamara Quest Exterior
Azamara Logo
Eastern Caribbean Voyage
Departing on Dec 06, 2025 on the Azamara Quest
Nights: 13
Dates: Dec 06, 2025 through Dec 19, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
from
$2,619.00
(USD)
Per Person
More Details Contact Us
Inside
$2,619.00
Cat: 12
$201.46/Night
Outside
$2,849.00
Cat: 08
$219.15/Night
Balcony
$3,329.00
Cat: V3
$256.08/Night
Suite
$4,329.00
Cat: N2
$333.00/Night
Offer Image
Shore Excursions Group Logo
Special Dominica Favorites
Dates: Feb 14, 2025 through Feb 13, 2027
Avoid the mobs while taking in the beauty of the Emerald Pool, Trafalgar Falls, and local gardens on this perfect Eco tour.
from
$115.00
(USD)
Per Person
More Details Contact Us
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Feb 13, 2027 on the Celebrity Constellation
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 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
from
$995.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$995.94
Cat: Z
$142.28/Night
Outside
$1,045.94
Cat: Y
$149.42/Night
Balcony
$1,295.94
Cat: X
$185.13/Night
Suite
$2,445.94
Cat: S1
$349.42/Night
Amenity Departure Dates
Offer Image
Viking Ocean Cruises Logo
Mediterranean Discoveries Rome (Civitavecchia) to London (Tilbury)
Departing on Jan 13, 2026 on the Viking Neptune
Nights: 14
Dates: Jan 13, 2026 through Jan 27, 2026
Itinerary:
Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...
Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral-the final stop on the epic Camino de Santiago pilgrim route.
from
$5,048.00
(USD)
Per Person
More Details Contact Us
Seabourn Ovation
Seabourn Cruise Line Logo
14-Day Yachtsman's Island Jewels Philipsburg, Sint Maarten to Bridgetown, Barbados
Departing on Jan 31, 2026 on the Seabourn Ovation
Nights: 14
Dates: 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.
from
$8,924.00
(USD)
Per Person
More Details Contact Us
Distinctive Voyages
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Dec 12, 2026 on the Celebrity Constellation
Nights: 7
Dates: 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
from
$956.83
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$956.83
Cat: Z
$136.69/Night
Outside
$1,006.83
Cat: Y
$143.83/Night
Balcony
$1,256.83
Cat: X
$179.55/Night
Suite
$2,396.83
Cat: S1
$342.40/Night
Amenity Departure Dates
Wind Spirit Tahiti
Windstar Cruises Logo
BLUE WATERS OF THE LEEWARD ISLANDS
Departing on Jan 14, 2026 on the Wind Spirit
Nights: 10
Dates: Jan 14, 2026 through Jan 24, 2026
Ship: Wind Spirit
Itinerary:
Philipsburg, St. Maarten, Basseterre, Roseau, Castries, Anse Mitan, Les Saintes, Charlestown, Virgin Gorda / Prickly Pear, British Virgin Islands, Jost Van Dyke, Great Harbour, Gustavia...
Explore the Leeward Islands of the Caribbean from panoramic summit views to sunny seashores and beneath azure waves during this 10-day cruise. Swim with gentle Antiqua stingrays near Falmouth Harbour. Take in expansive views of Martinique from the summit of Fort de France and admire colorful flowers in the quiet shade of small port Anse Mitan’s botanical garden. Learn how to crush local cocoa nibs into liquefied chocolate during a delicious chocolatier class in Castries on St. Lucia.
from
$3,799.00
(USD)
Per Person
+ $34.00 taxes/fees
More Details Contact Us
Oranjestad, Aruba
Silversea Cruises Logo
Caribbean & Central America Special Voyage: Cartagena to Philipsburg, St. Maarten
Departing on Feb 03, 2026 on the Silver Shadow
Nights: 16
Dates: Feb 03, 2026 through Feb 19, 2026
Itinerary:
Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown, Trois Ilets...
from
$8,100.00
(USD)
Per Person
More Details Contact Us
Zuiderdam
Holland America Line Logo
21-Day Eastern & Southern Caribbean: Leeward & Abc Islands Roundtrip from Miami, Florida, US
Departing on Mar 14, 2026 on the Zuiderdam
Nights: 21
Dates: Mar 14, 2026 through Apr 04, 2026
Ship: Zuiderdam
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...
from
$3,824.00
(USD)
Per Person
More Details Contact Us
Inside
$3,824.00
Cat: N
$182.10/Night
Outside
$5,003.00
Cat: F
$238.24/Night
Balcony
$5,003.00
Cat: VH
$238.24/Night
Suite
$6,263.00
Cat: SZ
$298.24/Night
Offer Image
Silversea Cruises Logo
Caribbean & Central America Cruise San Juan to Bridgetown
Departing on Feb 06, 2027 on the Silver Shadow
Nights: 10
Dates: 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...
from
$5,300.00
(USD)
Per Person
More Details Contact Us
Koningsdam
Holland America Line Logo
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Feb 14, 2026 on the Koningsdam
Nights: 11
Dates: Feb 14, 2026 through Feb 25, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale
from
$2,199.00
(USD)
Per Person
More Details Contact Us
Inside
$2,199.00
Cat: N
$199.91/Night
Outside
$2,904.00
Cat: F
$264.00/Night
Balcony
$2,904.00
Cat: VH
$264.00/Night
Suite
$3,749.00
Cat: BC
$340.82/Night
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Mar 20, 2027 on the Celebrity Constellation
Nights: 7
Dates: Mar 20, 2027 through Mar 27, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
from
$1,084.18
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,084.18
Cat: Z
$154.88/Night
Outside
$1,134.18
Cat: Y
$162.03/Night
Balcony
$1,384.18
Cat: X
$197.74/Night
Suite
$2,534.18
Cat: S1
$362.03/Night
Amenity Departure Dates
Offer Image
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Feb 21, 2026 on the Jewel of the Seas
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
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
from
$742.32
(USD)
Per Person
More Details Contact Us
Amenity Departure Dates
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Holiday
Departing on Dec 19, 2026 on the Celebrity Constellation
Nights: 7
Dates: Dec 19, 2026 through 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
from
$1,115.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,115.94
Cat: Z
$159.42/Night
Outside
$1,195.94
Cat: Y
$170.85/Night
Balcony
$1,495.94
Cat: X
$213.71/Night
Suite
$3,595.94
Cat: S1
$513.71/Night
Amenity Departure Dates
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Best Of Southern Caribbean
Departing on Apr 19, 2027 on the Celebrity Ascent
Nights: 11
Dates: Apr 19, 2027 through 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
from
$1,768.97
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$2,008.97
Cat: I2
$182.63/Night
Outside
$2,353.97
Cat: O2
$214.00/Night
Balcony
$2,975.47
Cat: P2
$270.50/Night
Suite
$7,136.97
Cat: MS
$648.82/Night
Amenity Departure Dates
Celebrity Beyond
Celebrity Cruises Logo
Ultimate Southern Caribbean
Departing on Mar 07, 2025 on the Celebrity Beyond
Nights: 10
Dates: Mar 07, 2025 through Mar 17, 2025
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Roseau, Dominica, St. George's, Grenada, Bridgetown, Barbados, St. Johns, Antigua, Fort Lauderdale, Florida
from
$2,571.80
(USD)
Per Person
Non-Refundable
More Details Contact Us
Amenity Departure Dates
Seabourn Ovation
Seabourn Cruise Line Logo
7-Day Caribbean Gems Roundtrip from Bridgetown, Barbados
Departing on Mar 14, 2026 on the Seabourn Ovation
Nights: 7
Dates: Mar 14, 2026 through Mar 21, 2026
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.
from
$4,674.00
(USD)
Per Person
More Details Contact Us
Distinctive Voyages
Azamara Journey Exterior
Azamara Logo
Caribbean Cruise: Barbados, St. Lucia & St. Kitts
Departing on Nov 14, 2026 on the Azamara Journey
Nights: 14
Dates: 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...
from
$2,549.00
(USD)
Per Person
More Details Contact Us
Inside
$2,549.00
Cat: 12
$182.07/Night
Outside
$3,129.00
Cat: 08
$223.50/Night
Balcony
$4,169.00
Cat: V3
$297.79/Night
Suite
$6,889.00
Cat: N2
$492.07/Night
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Jan 30, 2027 on the Celebrity Constellation
Nights: 7
Dates: Jan 30, 2027 through Feb 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
from
$945.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$945.94
Cat: Z
$135.13/Night
Outside
$995.94
Cat: Y
$142.28/Night
Balcony
$1,245.94
Cat: X
$177.99/Night
Suite
$2,385.94
Cat: S1
$340.85/Night
Amenity Departure Dates
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Mar 15, 2025 on the Wind Surf
Nights: 14
Dates: Mar 15, 2025 through Mar 29, 2025
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, 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.
from
$5,599.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
Amenity Departure Dates