Destination Page: Dominica2

Amazon & Tropical Isles
Lisbon to Miami

from $9,899.00 (USD)

Per Person

Nov 09, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 40

Ship: Insignia

Price Per Night:$247.48 (USD)
(based on double occupancy, for comparison only)

Nov 09, 2026 through Dec 19, 2026

Itinerary: Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries...

Other Categories Starting At:

Inside

$9,899.00
Cat:G
247.48 per night

Outside

$10,899.00
Cat:D
272.48 per night

Balcony

$14,899.00
Cat:B2
372.48 per night

Suite

$20,699.00
Cat:PH3
517.48 per night

More Details Contact Us

Gliding the Waters of the Windward Islands

from $8,320.00 (USD)

Per Person

+ $390.00 taxes/fees

Jan 18, 2025
through Jan 25, 2025

More offers from Ponant

Nights: 7

Ship: Le Ponant

Price Per Night:$1,188.57 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Jan 25, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

$8,320.00
Cat:MG
1,188.57 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

An Extended Journey to Enchanting Isles

from $6,935.00 (USD)

Per Person

Nov 17, 2025
through Dec 02, 2025

More offers from Explora Journeys

Nights: 15

Ship: Explora I

Price Per Night:$462.33 (USD)
(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

N/A

Outside

N/A

Balcony

N/A

Suite

$6,935.00
Cat:OT2
462.33 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $929.89 (USD)

Per Person

Nov 14, 2026
through Nov 21, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$132.84 (USD)
(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

$951.33
Cat:4V
135.90 per night

Outside

$929.89
Cat:YO
132.84 per night

Balcony

$1,467.39
Cat:2D
209.63 per night

Suite

N/A

More Details Contact Us

Gliding the Waters of the Windward Islands

from $10,370.00 (USD)

Per Person

+ $390.00 taxes/fees

Feb 15, 2025
through Feb 22, 2025

More offers from Ponant

Nights: 7

Ship: Le Ponant

Price Per Night:$1,481.43 (USD)
(based on double occupancy, for comparison only)

Feb 15, 2025 through Feb 22, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

$10,370.00
Cat:MG
1,481.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Eastern Caribbean Voyage

from $1,729.00 (USD)

Per Person

Nov 29, 2025
through Dec 06, 2025

More offers from Azamara

Nights: 7

Ship: Azamara Quest

Price Per Night:$247.00 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 06, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,729.00
Cat:12
247.00 per night

Outside

$1,879.00
Cat:08
268.43 per night

Balcony

$1,989.00
Cat:V3
284.14 per night

Suite

$2,849.00
Cat:N2
407.00 per night

More Details Contact Us

The Essentials of the Caribbean

from $6,250.00 (USD)

Per Person

+ $560.00 taxes/fees

Jan 19, 2026
through Jan 29, 2026

More offers from Ponant

Nights: 10

Ship: Le Bellot

Price Per Night:$625.00 (USD)
(based on double occupancy, for comparison only)

Jan 19, 2026 through Jan 29, 2026

Itinerary: Santo Domingo, Jost Van Dyke, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays, Mayreau Island, Port Elizabeth, Bequia Island, Union Island...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,250.00
Cat:DEL
625.00 per night

Suite

$10,210.00
Cat:DS4
1,021.00 per night

More Details Contact Us

Southern Caribbean
Roundtrip from Baltimore, Maryland

from $1,263.71 (USD)

Per Person

Mar 29, 2025
through Apr 10, 2025

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$105.31 (USD)
(based on double occupancy, for comparison only)

Mar 29, 2025 through Apr 10, 2025

Itinerary: Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Philipsburg, St. Maarten, Castries, St. Lucia, Roseau, Dominica, Basseterre, St Kitts & Nevis, Cruising, Baltimore, Maryland

Other Categories Starting At:

Inside

$1,263.71
Cat:ZI
105.31 per night

Outside

N/A

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,899.00 (USD)

Per Person

+ $120.00 taxes/fees

Jan 18, 2025
through Feb 01, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$421.36 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Feb 01, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, 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

N/A

Outside

$5,899.00
Cat:A
421.36 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Star Flyer - Leeward St. Barts Bucket Regatta 7 Nights

from $1,960.00 (USD)

Per Person

+ N/A taxes/fees

Mar 07, 2026
through Mar 14, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$280.00 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2026 through Mar 14, 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

$1,960.00
Cat:Category 6
280.00 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Transatlantic Crossing And Eastern Caribbean, 22 Nights (M506D)
New York, New York to London (Southampton), England

from $3,349.00 (USD)

Per Person

+ $11,868.00 taxes/fees

Mar 15, 2025
through Apr 06, 2025

More offers from Cunard Line

Nights: 22

Ship: Queen Mary 2

Price Per Night:$152.23 (USD)
(based on double occupancy, for comparison only)

Mar 15, 2025 through Apr 06, 2025

Itinerary: New York, New York, St. Maarten, Netherlands Antilles, St Lucia, Saint Lucia, Grenada, Grenada, Barbados, Barbados, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, Tortola, B.V.I., New York, New York, London (Southampton), England

Start this 22-night voyage in New York before sailing to the warm and inviting shores of the Caribbean, and back to New York. Next a Transatlantic Crossing brings ample time to relish life on board.

Other Categories Starting At:

Inside

$3,349.00
Cat:IF
152.23 per night

Outside

$4,529.00
Cat:EF
205.86 per night

Balcony

$4,569.00
Cat:DF
207.68 per night

Suite

N/A

More Details Contact Us

Caribbean Celebration, 14 Nights

from $3,529.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 20, 2026
through Jan 03, 2027

More offers from Cunard Line

Nights: 14

Ship: Queen Mary 2

Price Per Night:$252.07 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2026 through Jan 03, 2027

Itinerary: New York, New York, Amber Cove,Dominican Republic, Tortola, B.V.I., Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York

Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.

Other Categories Starting At:

Inside

$3,529.00
Cat:IF
252.07 per night

Outside

$4,529.00
Cat:EF
323.50 per night

Balcony

$4,659.00
Cat:DC
332.79 per night

Suite

$10,579.00
Cat:P2
755.64 per night

More Details Contact Us

Caribbean & Amazon Icons
Boston to Miami

from $10,799.00 (USD)

Per Person

Oct 27, 2025
through Dec 07, 2025

More offers from Oceania Cruises

Nights: 41

Ship: Insignia

Price Per Night:$263.39 (USD)
(based on double occupancy, for comparison only)

Oct 27, 2025 through Dec 07, 2025

Itinerary: Boston, Newport, Hamilton, St. George, Gustavia, St. John's, Castries, Bridgetown, St. George's, Kralendijk...

Other Categories Starting At:

Inside

N/A

Outside

$10,799.00
Cat:C1
263.39 per night

Balcony

$14,999.00
Cat:A3
365.83 per night

Suite

$21,099.00
Cat:PH1
514.61 per night

More Details Contact Us

Gliding the Waters of the Windward Islands

from $7,980.00 (USD)

Per Person

+ $390.00 taxes/fees

Jan 31, 2026
through Feb 07, 2026

More offers from Ponant

Nights: 7

Ship: Le Ponant

Price Per Night:$1,140.00 (USD)
(based on double occupancy, for comparison only)

Jan 31, 2026 through Feb 07, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

$7,980.00
Cat:MG
1,140.00 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean, 34 Nights (M703)
Roundtrip from London (Southampton), England

from $4,969.00 (USD)

Per Person

+ $5,635.00 taxes/fees

Jan 11, 2027
through Feb 14, 2027

More offers from Cunard Line

Nights: 34

Ship: Queen Mary 2

Price Per Night:$146.15 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2027 through Feb 14, 2027

Itinerary: London (Southampton), England, Madeira, Portugal, St. Kitts, ST Kitts/Nevis, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, Dominica, Dominica, English Harbour, Antigua, Amber Cove,Dominican Republic, St. Maarten, Netherlands Antilles...

Start 2027 in style on this 34-night Caribbean cruise. Sip rum overnight in Barbados, explore lush rainforest in St. Lucia, and banish your January blues with sun-filled days on white sand beaches.

Other Categories Starting At:

Inside

$4,969.00
Cat:IF
146.15 per night

Outside

$7,569.00
Cat:EF
222.62 per night

Balcony

$7,869.00
Cat:DF
231.44 per night

Suite

$19,169.00
Cat:P2
563.79 per night

More Details Contact Us

Caribbean & Central America Special Voyage: Cartagena to Philipsburg, St. Maarten

from $8,100.00 (USD)

Per Person

Feb 03, 2026
through Feb 19, 2026

More offers from Silversea Cruises

Nights: 16

Ship: Silver Shadow

Price Per Night:$506.25 (USD)
(based on double occupancy, for comparison only)

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...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,100.00
Cat:VI
506.25 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,870.00 (USD)

Per Person

+ N/A taxes/fees

Jan 11, 2025
through Jan 18, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$267.14 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2025 through Jan 18, 2025

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

$1,870.00
Cat:Category 6
267.14 per night

Outside

$2,160.00
Cat:Category 5
308.57 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 28 Nights

from $4,181.00 (USD)

Per Person

+ $8,283.00 taxes/fees

Nov 17, 2025
through Dec 15, 2025

More offers from Cunard Line

Nights: 28

Ship: Queen Mary 2

Price Per Night:$149.32 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2025 through Dec 15, 2025

Itinerary: Hamburg, Germany, London (Southampton), England, 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

Succumb to the pace of island life on this 28-night voyage that calls in the Caribbean. Enjoy days filled with sunshine as you explore ports including Bridgetown in Barbados and Roseau in Dominica.

Other Categories Starting At:

Inside

$4,181.00
Cat:IF
149.32 per night

Outside

$5,861.00
Cat:EF
209.32 per night

Balcony

$6,037.00
Cat:DF
215.61 per night

Suite

$15,171.00
Cat:P2
541.82 per night

More Details Contact Us

7-Night Philipsburg to Bridgetown 10/14/26

from $3,999.00 (USD)

Per Person

Oct 14, 2026
through Oct 21, 2026

More offers from Atlas Ocean Voyages

Nights: 7

Ship: World Navigator

Price Per Night:$571.29 (USD)
(based on double occupancy, for comparison only)

Oct 14, 2026 through Oct 21, 2026

Itinerary: Philipsburg, Gustavia, Carambola Beach, Pointe-á-Pitre, Cabrits (Portsmouth), Dominica, Fort-de-France, Port Elizabeth (Bequia), Bridgetown

Get swept away by the colorful scenes of the Caribbean. Departing late from Gustavia, take the time for a snorkeling adventure amid the island's underwater wonders. Carambola Beach begins your adventure to Canada Hill, where a natural guide can take you on an off-road hike through a former bustling sugar plantation. From Pointe-á-Pitre, an extended evening in port gives you time to venture out to Deshaies for a delectable encounter with French gastronomy enlivened by the unique zest of local flavors.

Other Categories Starting At:

Inside

N/A

Outside

$3,999.00
Cat:AO
571.29 per night

Balcony

$4,499.00
Cat:A2
642.71 per night

Suite

$9,299.00
Cat:DS
1,328.43 per night

More Details Contact Us

Windward Islands 7 Nights

from $1,930.00 (USD)

Per Person

+ N/A taxes/fees

Feb 22, 2025
through Mar 01, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)

Feb 22, 2025 through Mar 01, 2025

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

$1,930.00
Cat:Category 6
275.71 per night

Outside

$2,170.00
Cat:Category 5
310.00 per night

Balcony

N/A

Suite

$3,750.00
Cat:Deluxe Suite with Veranda
535.71 per night

More Details Contact Us

7 Nights Southern Caribbean

from $874.46 (USD)

Per Person

+ N/A taxes/fees

Feb 02, 2025
through Feb 09, 2025

More offers from MSC Cruises

Nights: 7

Ship: MSC Virtuosa

Price Per Night:$124.92 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2025 through Feb 09, 2025

Itinerary: Pointe-A-Pitre Guadeloupe, Roseau Dominica, Bridgetown Barbados, Kingstown saint Vincent & Th, Saint George Grenada, Fort De France Martinique, Pointe-A-Pitre Guadeloupe

Other Categories Starting At:

Inside

$874.46
Cat:IR2
124.92 per night

Outside

N/A

Balcony

$1,514.46
Cat:BA
216.35 per night

Suite

$3,104.46
Cat:YC1
443.49 per night

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,079.15 (USD)

Per Person

Dec 20, 2026
through Dec 27, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$154.16 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2026 through Dec 27, 2026

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Cruising, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,079.15
Cat:ZI
154.16 per night

Outside

$1,229.15
Cat:YO
175.59 per night

Balcony

$1,536.15
Cat:XB
219.45 per night

Suite

N/A

More Details Contact Us

Windward Islands New Years Cruise 7 Nights

from $2,130.00 (USD)

Per Person

+ N/A taxes/fees

Dec 28, 2024
through Jan 04, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$304.29 (USD)
(based on double occupancy, for comparison only)

Dec 28, 2024 through Jan 04, 2025

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

$2,130.00
Cat:Category 6
304.29 per night

Outside

$2,370.00
Cat:Category 5
338.57 per night

Balcony

N/A

Suite

$3,950.00
Cat:Deluxe Suite with Veranda
564.29 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,109.63 (USD)

Per Person

Apr 13, 2025
through Apr 21, 2025

More offers from Royal Caribbean International

Nights: 8

Ship: Rhapsody of The Seas

Price Per Night:$138.70 (USD)
(based on double occupancy, for comparison only)

Apr 13, 2025 through Apr 21, 2025

Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Basseterre, St Kitts & Nevis, Bridgetown, Barbados, Roseau, Dominica, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,109.63
Cat:ZI
138.70 per night

Outside

$1,179.63
Cat:YO
147.45 per night

Balcony

$2,159.63
Cat:XB
269.95 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Baltimore, Maryland

from $1,194.67 (USD)

Per Person

Apr 18, 2026
through Apr 30, 2026

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$99.56 (USD)
(based on double occupancy, for comparison only)

Apr 18, 2026 through Apr 30, 2026

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

$1,194.67
Cat:ZI
99.56 per night

Outside

$1,614.67
Cat:YO
134.56 per night

Balcony

$2,852.17
Cat:XB
237.68 per night

Suite

N/A

More Details Contact Us

Windward Islands 7 Nights

from $1,930.00 (USD)

Per Person

+ N/A taxes/fees

Jan 25, 2025
through Feb 01, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)

Jan 25, 2025 through Feb 01, 2025

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

$1,930.00
Cat:Category 6
275.71 per night

Outside

$2,170.00
Cat:Category 5
310.00 per night

Balcony

N/A

Suite

$3,750.00
Cat:Deluxe Suite with Veranda
535.71 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,099.00 (USD)

Per Person

+ $79.00 taxes/fees

Jan 31, 2026
through Feb 14, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)

Jan 31, 2026 through Feb 14, 2026

Itinerary: Philipsburg, St. Maarten, St. John's, 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

N/A

Outside

$4,099.00
Cat:B
292.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Transatlantic Crossing and Caribbean Celebration, 22 Nights

from $4,564.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 20, 2026
through Jan 11, 2027

More offers from Cunard Line

Nights: 22

Ship: Queen Mary 2

Price Per Night:$207.45 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2026 through Jan 11, 2027

Itinerary: New York, New York, Amber Cove,Dominican Republic, Tortola, B.V.I., Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England

Join in the festive fun and games on board as you celebrate Christmas in the Caribbean sunshine. Then, enjoy a New Year’s Eve to remember, counting down to midnight as you sail toward New York.

Other Categories Starting At:

Inside

$4,564.00
Cat:IF
207.45 per night

Outside

$5,923.00
Cat:EF
269.23 per night

Balcony

$6,198.00
Cat:DF
281.73 per night

Suite

$15,485.00
Cat:P1
703.86 per night

More Details Contact Us

12-Night Halifax to Philipsburg 10/2/26

from $7,299.00 (USD)

Per Person

Oct 02, 2026
through Oct 14, 2026

More offers from Atlas Ocean Voyages

Nights: 12

Ship: World Navigator

Price Per Night:$608.25 (USD)
(based on double occupancy, for comparison only)

Oct 02, 2026 through Oct 14, 2026

Itinerary: Halifax (Nova Scotia), Canada, Shelburne (Nova Scotia), Canada, St. George's, Bermuda, Hamilton, Bermuda, Jost Van Dyke, British Virgin Islands, Carambola Beach, Fort-de-France, Cabrits (Portsmouth), Dominica, Philipsburg

The icy waterways from Canada will lead you to tropical paradises on this exciting expedition. With two overnights in the UNESCO-listed St. George's, the splendors of Bermuda beckon for exploration, from the rich history of the iconic King's Square to Tobacco Bay Beach for snorkeling adventures amid stunning underwater scenery.

Other Categories Starting At:

Inside

N/A

Outside

$7,299.00
Cat:AO
608.25 per night

Balcony

$7,999.00
Cat:B2
666.58 per night

Suite

$13,999.00
Cat:DS
1,166.58 per night

More Details Contact Us

West Indies Explorer
Roundtrip from San Juan

from $3,299.00 (USD)

Per Person

Dec 05, 2026
through Dec 15, 2026

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

Price Per Night:$329.90 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2026 through Dec 15, 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.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,299.00
Cat:V2
329.90 per night

Suite

$5,499.00
Cat:PS3
549.90 per night

More Details Contact Us

Amazon & Caribbean Isles
Roundtrip from Miami

from $6,899.00 (USD)

Per Person

Nov 24, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 25

Ship: Insignia

Price Per Night:$275.96 (USD)
(based on double occupancy, for comparison only)

Nov 24, 2026 through Dec 19, 2026

Itinerary: Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River)...

Other Categories Starting At:

Inside

$6,899.00
Cat:G
275.96 per night

Outside

$7,399.00
Cat:D
295.96 per night

Balcony

$10,599.00
Cat:B2
423.96 per night

Suite

$15,149.00
Cat:PH3
605.96 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $797.82 (USD)

Per Person

Jan 31, 2027
through Feb 07, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$113.97 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$797.82
Cat:ZI
113.97 per night

Outside

$897.82
Cat:YO
128.26 per night

Balcony

$1,235.32
Cat:XB
176.47 per night

Suite

N/A

More Details Contact Us

BLUE WATERS OF THE LEEWARD ISLANDS

from $3,799.00 (USD)

Per Person

+ $34.00 taxes/fees

Jan 14, 2026
through Jan 24, 2026

More offers from Windstar Cruises

Nights: 10

Ship: Wind Spirit

Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)

Jan 14, 2026 through Jan 24, 2026

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.

Other Categories Starting At:

Inside

N/A

Outside

$3,799.00
Cat:B
379.90 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,133.10 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$161.87 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Dec 26, 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

$1,133.10
Cat:ZI
161.87 per night

Outside

$1,287.09
Cat:YO
183.87 per night

Balcony

$1,819.16
Cat:CB
259.88 per night

Suite

N/A

More Details Contact Us

Best Of Southern Caribbean

from $1,594.12 (USD)

Per Person

Apr 06, 2026
through Apr 17, 2026

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$144.92 (USD)
(based on double occupancy, for comparison only)

Apr 06, 2026 through Apr 17, 2026

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

$1,799.62
Cat:I2
163.60 per night

Outside

$1,926.62
Cat:O2
175.15 per night

Balcony

$2,546.62
Cat:P2
231.51 per night

Suite

$6,399.12
Cat:MS
581.74 per night

More Details Contact Us

The Essentials of the Caribbean

from $9,430.00 (USD)

Per Person

+ $670.00 taxes/fees

Feb 10, 2026
through Feb 22, 2026

More offers from Ponant

Nights: 12

Ship: Le Bellot

Price Per Night:$785.83 (USD)
(based on double occupancy, for comparison only)

Feb 10, 2026 through Feb 22, 2026

Itinerary: Fort-De-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$9,430.00
Cat:DEL
785.83 per night

Suite

$15,450.00
Cat:DS3
1,287.50 per night

More Details Contact Us

Lesser Antilles Journey
10 nights on board Seven Seas Grandeur

from $5,499.00 (USD)

Per Person

Dec 19, 2026
through Dec 29, 2026

More offers from Regent Seven Seas Cruises

Nights: 10

Ship: Seven Seas Grandeur

Price Per Night:$549.90 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Dec 29, 2026

Itinerary: Miami, Cruising The Atlantic Ocean, Charlotte Amalie, St. John's, Roseau, Basseterre, Tortola, Cruising The Atlantic Ocean, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,499.00
Cat:H
549.90 per night

More Details Contact Us

West Indies Explorer
Roundtrip from San Juan

from $3,399.00 (USD)

Per Person

Dec 19, 2025
through Dec 29, 2025

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

Price Per Night:$339.90 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2025 through Dec 29, 2025

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.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,399.00
Cat:V1
339.90 per night

Suite

$5,499.00
Cat:PS3
549.90 per night

More Details Contact Us

STAR COLLECTOR: WINDWARD TREASURES: AN ANTILLES ODYSSEY

from $10,899.00 (USD)

Per Person

+ $69.00 taxes/fees

Jan 18, 2025
through Feb 01, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$778.50 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Feb 01, 2025

Itinerary: Bridgetown, Pigeon Island, The Pitons, Castries, Kingstown, Mayreau, St. George's, Bequia, Bridgetown, St. John's...

Indulge in exquisite white-sand delights and delicious regional cuisine during this voyage to the Lesser Antilles’ Windward Islands, a journey rich in exclusive excursions seldom experienced by others. Trek through a private nature reserve inhabited by lyrical thrushes, curious macaws, and radiant tropical birds to Mount Pimard’s summit views above Pigeon Island. Sample local St. Lucian bites and Trinidadian culinary delights during a walking food tour at Rodney Bay.

More Details Contact Us

An Extended Journey of Wild Grace

from $8,810.00 (USD)

Per Person

Dec 02, 2025
through Dec 21, 2025

More offers from Explora Journeys

Nights: 19

Ship: Explora I

Price Per Night:$463.68 (USD)
(based on double occupancy, for comparison only)

Dec 02, 2025 through Dec 21, 2025

Itinerary: Bridgetown, Martinique/Fort de France, Basseterre, San Juan, Tortola/Road Town, St. John's (Antigua), Gustavia, Road Bay, Miami, Santo Domingo...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,810.00
Cat:OT2
463.68 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,599.00 (USD)

Per Person

+ $120.00 taxes/fees

Jan 04, 2025
through Jan 18, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$399.93 (USD)
(based on double occupancy, for comparison only)

Jan 04, 2025 through Jan 18, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Falmouth Harbour, Gustavia...

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

N/A

Outside

$5,599.00
Cat:A
399.93 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,049.56 (USD)

Per Person

Jan 18, 2026
through Jan 25, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$149.94 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2026 through Jan 25, 2026

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, St. George's, Grenada, Kingstown, St. Vincent, Roseau, Dominica, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,049.56
Cat:ZI
149.94 per night

Outside

$1,252.56
Cat:YO
178.94 per night

Balcony

$1,515.56
Cat:XB
216.51 per night

Suite

N/A

More Details Contact Us

Ultimate Southern Caribbean

from $9,167.09 (USD)

Per Person

Jan 24, 2025
through Feb 03, 2025

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Beyond

Price Per Night:$916.71 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2025 through Feb 03, 2025

Itinerary: Fort Lauderdale, Florida, Tortola, B.V.I., Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, St. Johns, Antigua, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,167.09
Cat:CS
916.71 per night

More Details Contact Us

Windward Islands 7 Nights

from $1,930.00 (USD)

Per Person

+ N/A taxes/fees

Jan 11, 2025
through Jan 18, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2025 through Jan 18, 2025

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

$1,930.00
Cat:Category 6
275.71 per night

Outside

$2,170.00
Cat:Category 5
310.00 per night

Balcony

N/A

Suite

$3,750.00
Cat:Deluxe Suite with Veranda
535.71 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $6,900.00 (USD)

Per Person

Dec 08, 2025
through Dec 15, 2025

More offers from Silversea Cruises

Nights: 7

Ship: Silver Spirit

Price Per Night:$985.71 (USD)
(based on double occupancy, for comparison only)

Dec 08, 2025 through Dec 15, 2025

Itinerary: Bridgetown, Castries, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Bequia, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,900.00
Cat:CV
985.71 per night

More Details Contact Us

Antigua, Dominica & St. Maarten

from $1,497.50 (USD)

Per Person

Jan 08, 2027
through Jan 17, 2027

More offers from Celebrity Cruises

Nights: 9

Ship: Celebrity Eclipse

Price Per Night:$166.39 (USD)
(based on double occupancy, for comparison only)

Jan 08, 2027 through Jan 17, 2027

Itinerary: Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Fort- De- France, Martinique, Philipsburg, St. Maarten, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,497.50
Cat:Z
166.39 per night

Outside

$1,597.50
Cat:Y
177.50 per night

Balcony

$1,697.50
Cat:X
188.61 per night

Suite

$4,597.50
Cat:W
510.83 per night

More Details Contact Us

Destination Page: Dominica2 (46 offers included)