Destination Page: Dominica2

LUSH & LOVELY ISLANDS OF THE LESSER ANTILLES

from $2,499.00 (USD)

Per Person

+ $21.00 taxes/fees

Feb 28, 2026
through Mar 07, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)

Feb 28, 2026 through Mar 07, 2026

Itinerary: Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown

Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.

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Transatlantic Crossing and Eastern Caribbean, 21 Nights

from $3,441.00 (USD)

Per Person

+ $8,583.00 taxes/fees

Nov 17, 2025
through Dec 08, 2025

More offers from Cunard Line

Nights: 21

Ship: Queen Mary 2

Price Per Night:$163.86 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2025 through Dec 08, 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

The white sands and warm shallows of the Caribbean await you on this voyage. Enjoy port calls in a variety of islands, with the freedom to explore independently or on a handpicked Shore Experience.

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Inside

$3,441.00
Cat:IC
163.86 per night

Outside

N/A

Balcony

$4,740.00
Cat:DF
225.71 per night

Suite

$11,706.00
Cat:P2
557.43 per night

More Details Contact Us

Leeward Isles Serenade
Roundtrip from Tampa

from $4,699.00 (USD)

Per Person

Mar 03, 2026
through Mar 18, 2026

More offers from Oceania Cruises

Nights: 15

Ship: Insignia

Price Per Night:$313.27 (USD)
(based on double occupancy, for comparison only)

Mar 03, 2026 through Mar 18, 2026

Itinerary: Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa

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Inside

$4,699.00
Cat:G
313.27 per night

Outside

$5,199.00
Cat:D
346.60 per night

Balcony

$6,899.00
Cat:B2
459.93 per night

Suite

$8,899.00
Cat:PH3
593.27 per night

More Details Contact Us

18-Night Eastern Caribbean Voyage

from $3,529.00 (USD)

Per Person

Dec 19, 2025
through Jan 06, 2026

More offers from Azamara

Nights: 18

Ship: Azamara Quest

Price Per Night:$196.06 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2025 through Jan 06, 2026

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Bridgetown, Mayreau, Grenadines, Castries...

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Inside

$3,529.00
Cat:12
196.06 per night

Outside

$3,939.00
Cat:08
218.83 per night

Balcony

$4,459.00
Cat:V3
247.72 per night

Suite

$7,169.00
Cat:N2
398.28 per night

More Details Contact Us

An Extended Journey to Enchanting Isles

from $6,195.00 (USD)

Per Person

Nov 17, 2025
through Dec 02, 2025

More offers from Explora Journeys

Nights: 15

Ship: Explora I

Price Per Night:$413.00 (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)...

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,195.00
Cat:OT1
413.00 per night

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Southern Caribbean Holiday

from $2,667.76 (USD)

Per Person

Dec 24, 2026
through Jan 04, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$242.52 (USD)
(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

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Inside

$2,924.26
Cat:I2
265.84 per night

Outside

$3,254.26
Cat:O2
295.84 per night

Balcony

$4,048.26
Cat:P2
368.02 per night

Suite

$10,975.76
Cat:MS
997.80 per night

More Details Contact Us

Royal Clipper - Windward Islands 7 Nights

from $1,790.00 (USD)

Per Person

+ $235.00 taxes/fees

Feb 07, 2026
through Feb 14, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$255.71 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2026 through Feb 14, 2026

Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados

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Inside

$1,790.00
Cat:Category 6
255.71 per night

Outside

$2,040.00
Cat:Category 5
291.43 per night

Balcony

N/A

Suite

$3,880.00
Cat:Deluxe Suite with Veranda
554.29 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,489.00 (USD)

Per Person

+ $120.00 taxes/fees

Feb 08, 2025
through Feb 22, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$392.07 (USD)
(based on double occupancy, for comparison only)

Feb 08, 2025 through Feb 22, 2025

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

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.

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Transatlantic Crossing and Eastern Caribbean, 26 Nights

from $3,733.00 (USD)

Per Person

+ $7,329.00 taxes/fees

Nov 19, 2025
through Dec 15, 2025

More offers from Cunard Line

Nights: 26

Ship: Queen Mary 2

Price Per Night:$143.58 (USD)
(based on double occupancy, for comparison only)

Nov 19, 2025 through Dec 15, 2025

Itinerary: 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

Escape to the warmth of Caribbean islands on this 26-night voyage. Spend your days ashore however you please, perhaps exploring Bridgetown’s historic Garrison or the Cathedral Basilica in Castries.

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Inside

$3,733.00
Cat:IE
143.58 per night

Outside

$5,003.00
Cat:EF
192.42 per night

Balcony

$5,421.00
Cat:DB
208.50 per night

Suite

$13,703.00
Cat:P1
527.04 per night

More Details Contact Us

27-Day Amazon Explorer
Roundtrip from Miami

from $5,250.00 (USD)

Per Person

+ $126.00 taxes/fees

Feb 08, 2025
through Mar 07, 2025

More offers from Holland America Line

Nights: 27

Ship: Zaandam

Price Per Night:$194.44 (USD)
(based on double occupancy, for comparison only)

Feb 08, 2025 through Mar 07, 2025

Itinerary: Miami, St Maarten, St Lucia, Scarborough, Cruising The Amazon River, Crossing The Amazon River Bar, Barra Norte Sea, Barra Norte River, Cruising The Amazon River, Cross Equator...

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Category N - Flash Special: Book by Sunday 11/24/2024

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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

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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

21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale, Florida, US

from $3,934.00 (USD)

Per Person

+ $265.00 taxes/fees

Jan 03, 2026
through Jan 24, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$187.33 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 24, 2026

Itinerary: Fort Lauderdale, 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...

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Caribbean & Central America Cruise
Fort Lauderdale to Fort Lauderdale

from $9,600.00 (USD)

Per Person

Dec 22, 2025
through Jan 05, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Dawn

Price Per Night:$685.71 (USD)
(based on double occupancy, for comparison only)

Dec 22, 2025 through Jan 05, 2026

Itinerary: Fort Lauderdale, Florida, Day at sea, Grand Turk, Day at sea, St. Thomas, Basseterre, St. Kitts, Roseau, Bequia, Fort-De-France, St. John's...

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,600.00
Cat:VI
685.71 per night

Amenity Departure Dates

Culinary Collection

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Caribbean & Central America Cruise
Philipsburg to Bridgetown

from $6,000.00 (USD)

Per Person

Feb 26, 2026
through Mar 05, 2026

More offers from Silversea Cruises

Nights: 7

Ship: Silver Shadow

Price Per Night:$857.14 (USD)
(based on double occupancy, for comparison only)

Feb 26, 2026 through Mar 05, 2026

Itinerary: Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,000.00
Cat:VI
857.14 per night

More Details Contact Us

Southern Caribbean Cruise

from $956.83 (USD)

Per Person

Dec 12, 2026
through Dec 19, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$136.69 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Dec 19, 2026

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico

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Inside

$956.83
Cat:Z
136.69 per night

Outside

$1,006.83
Cat:Y
143.83 per night

Balcony

$1,256.83
Cat:X
179.55 per night

Suite

$2,396.83
Cat:S1
342.40 per night

More Details Contact Us

Southern Caribbean Cruise

from $1,099.04 (USD)

Per Person

Dec 07, 2024
through Dec 14, 2024

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Summit

Price Per Night:$157.01 (USD)
(based on double occupancy, for comparison only)

Dec 07, 2024 through Dec 14, 2024

Itinerary: San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, San Juan, Puerto Rico

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Inside

N/A

Outside

N/A

Balcony

$1,099.04
Cat:X
157.01 per night

Suite

$2,461.54
Cat:S1
351.65 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.

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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

Pearls of the Caribbean

from $4,750.00 (USD)

Per Person

+ $450.00 taxes/fees

Mar 08, 2026
through Mar 16, 2026

More offers from Ponant

Nights: 8

Ship: Le Bellot

Price Per Night:$593.75 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2026 through Mar 16, 2026

Itinerary: Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France

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Inside

N/A

Outside

N/A

Balcony

$4,750.00
Cat:DEL
593.75 per night

Suite

$7,280.00
Cat:DS4
910.00 per night

More Details Contact Us

6-Night Eastern Caribbean Voyage

from $1,169.00 (USD)

Per Person

Dec 13, 2025
through Dec 19, 2025

More offers from Azamara

Nights: 6

Ship: Azamara Quest

Price Per Night:$194.83 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 19, 2025

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

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Inside

$1,169.00
Cat:11
194.83 per night

Outside

$1,299.00
Cat:08
216.50 per night

Balcony

$1,569.00
Cat:V3
261.50 per night

Suite

$2,499.00
Cat:N2
416.50 per night

More Details Contact Us

Caribbean Tour de Force
Miami to Bridgetown

from $5,099.00 (USD)

Per Person

Jan 08, 2026
through Jan 27, 2026

More offers from Oceania Cruises

Nights: 19

Ship: Insignia

Price Per Night:$268.37 (USD)
(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...

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Inside

$5,099.00
Cat:G
268.37 per night

Outside

$5,699.00
Cat:D
299.95 per night

Balcony

$7,699.00
Cat:B2
405.21 per night

Suite

$9,999.00
Cat:PH3
526.26 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Fort Lauderdale, Florida

from $1,030.15 (USD)

Per Person

Feb 21, 2025
through Mar 02, 2025

More offers from Royal Caribbean International

Nights: 9

Ship: Grandeur of the Seas

Price Per Night:$114.46 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2025 through Mar 02, 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

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Inside

$1,030.15
Cat:1V
114.46 per night

Outside

$1,270.15
Cat:1N
141.13 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Star Flyer - Leeward Islands 7 Nights

from $1,730.00 (USD)

Per Person

+ $235.00 taxes/fees

Feb 07, 2026
through Feb 14, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$247.14 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2026 through Feb 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

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Inside

$1,730.00
Cat:Category 6
247.14 per night

Outside

$2,030.00
Cat:Category 5
290.00 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean Illumination
Roundtrip from Miami

from $3,999.00 (USD)

Per Person

Feb 09, 2026
through Feb 19, 2026

More offers from Oceania Cruises

Nights: 10

Ship: Allura

Price Per Night:$399.90 (USD)
(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

N/A

Outside

N/A

Balcony

$3,999.00
Cat:B5
399.90 per night

Suite

$6,599.00
Cat:PH3
659.90 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:A2
666.58 per night

Suite

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

More Details Contact Us

Leeward Islands 7 Nights

from $1,640.00 (USD)

Per Person

+ $235.00 taxes/fees

Nov 30, 2024
through Dec 07, 2024

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$234.29 (USD)
(based on double occupancy, for comparison only)

Nov 30, 2024 through Dec 07, 2024

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

$1,640.00
Cat:Category 6
234.29 per night

Outside

$1,930.00
Cat:Category 5
275.71 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

18-Day Eastern Caribbean: Bahamas & San Juan Holiday
Roundtrip from Fort Lauderdale, Florida, US

from $3,819.00 (USD)

Per Person

+ $245.00 taxes/fees

Dec 27, 2025
through Jan 14, 2026

More offers from Holland America Line

Nights: 18

Ship: Koningsdam

Price Per Night:$212.17 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 14, 2026

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten...

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CLASSIC CARIBBEAN

from $3,399.00 (USD)

Per Person

+ $52.00 taxes/fees

Jan 18, 2025
through Jan 25, 2025

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

Price Per Night:$485.57 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Jan 25, 2025

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

From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.

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The Colors Of Carnival
24 nights on board Seven Seas Splendor

from $14,199.00 (USD)

Per Person

Feb 17, 2026
through Mar 13, 2026

More offers from Regent Seven Seas Cruises

Nights: 24

Ship: Seven Seas Splendor

Price Per Night:$591.63 (USD)
(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, Buzios, Rio De Janeiro, Cabo Frio, Cruising The Coast Of Brazil...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$14,199.00
Cat:H
591.63 per night

More Details Contact Us

Southern Caribbean Cruise

from $995.94 (USD)

Per Person

Feb 13, 2027
through Feb 20, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$142.28 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$995.94
Cat:Z
142.28 per night

Outside

$1,045.94
Cat:Y
149.42 per night

Balcony

$1,295.94
Cat:X
185.13 per night

Suite

$2,445.94
Cat:S1
349.42 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,640.00 (USD)

Per Person

+ $235.00 taxes/fees

Jan 11, 2025
through Jan 18, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$234.29 (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

$1,640.00
Cat:Category 6
234.29 per night

Outside

$1,930.00
Cat:Category 5
275.71 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,099.00 (USD)

Per Person

+ $120.00 taxes/fees

Mar 15, 2025
through Mar 29, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$364.21 (USD)
(based on double occupancy, for comparison only)

Mar 15, 2025 through Mar 29, 2025

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.

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18-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Miami, Florida, US

from $3,899.00 (USD)

Per Person

+ $260.00 taxes/fees

Dec 23, 2025
through Jan 10, 2026

More offers from Holland America Line

Nights: 18

Ship: Zuiderdam

Price Per Night:$216.61 (USD)
(based on double occupancy, for comparison only)

Dec 23, 2025 through Jan 10, 2026

Itinerary: Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...

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CLASSIC CARIBBEAN

from $2,499.00 (USD)

Per Person

+ $52.00 taxes/fees

Feb 28, 2026
through Mar 07, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)

Feb 28, 2026 through Mar 07, 2026

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

From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.

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Mediterranean Discoveries
Rome (Civitavecchia) to London (Tilbury)

from $5,398.00 (USD)

Per Person

Jan 03, 2026
through Jan 17, 2026

More offers from Viking Ocean Cruises

Nights: 14

Ship: Viking Vela

Price Per Night:$385.57 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 17, 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.

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N/A

Outside

N/A

Balcony

$5,398.00
Cat:DV6
385.57 per night

Suite

$7,698.00
Cat:PS3
549.86 per night

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Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,237.27 (USD)

Per Person

Dec 27, 2025
through Jan 03, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Jewel of the Seas

Price Per Night:$176.75 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 03, 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

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Inside

$1,237.27
Cat:ZI
176.75 per night

Outside

$1,240.27
Cat:YO
177.18 per night

Balcony

$1,730.27
Cat:XB
247.18 per night

Suite

N/A

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A Journey of Calypso Rhythms and Coconut Breezes

from $3,465.00 (USD)

Per Person

Feb 14, 2025
through Feb 21, 2025

More offers from Explora Journeys

Nights: 7

Ship: Explora II

Price Per Night:$495.00 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2025 through Feb 21, 2025

Itinerary: Miami, Road Bay, Roseau, Basse-Terre, Marigot, San Juan

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N/A

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$3,465.00
Cat:OT1
495.00 per night

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STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $6,799.00 (USD)

Per Person

+ $120.00 taxes/fees

Jan 11, 2025
through Jan 25, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$485.64 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2025 through Jan 25, 2025

Itinerary: Philipsburg, St. Maarten, Falmouth Harbour, Gustavia, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Road Bay, 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.

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STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,399.00 (USD)

Per Person

+ $120.00 taxes/fees

Mar 08, 2025
through Mar 22, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$385.64 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2025 through Mar 22, 2025

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.

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Eastern Caribbean, 12 Nights

from $1,399.00 (USD)

Per Person

+ $7,229.00 taxes/fees

Nov 26, 2025
through Dec 08, 2025

More offers from Cunard Line

Nights: 12

Ship: Queen Mary 2

Price Per Night:$116.58 (USD)
(based on double occupancy, for comparison only)

Nov 26, 2025 through Dec 08, 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

The chance to spend time in five Caribbean islands is a highlight of this 12-night voyage. Sink your toes into white sands and warm shallows as you escape New York’s winter for tropical sunshine.

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Inside

$1,399.00
Cat:IE
116.58 per night

Outside

$1,849.00
Cat:EF
154.08 per night

Balcony

$2,149.00
Cat:DF
179.08 per night

Suite

$6,139.00
Cat:P2
511.58 per night

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Ultimate Southern Caribbean

from $1,053.34 (USD)

Per Person

Nov 25, 2024
through Dec 05, 2024

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Eclipse

Price Per Night:$105.33 (USD)
(based on double occupancy, for comparison only)

Nov 25, 2024 through Dec 05, 2024

Itinerary: Fort Lauderdale, Florida, Tortola, B.V.I., St. Johns, Antigua, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida

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Inside

$1,053.34
Cat:Z
105.33 per night

Outside

$1,445.34
Cat:O1
144.53 per night

Balcony

$1,546.34
Cat:V3
154.63 per night

Suite

$6,292.84
Cat:CS
629.28 per night

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Colorful Caribbean Shores
14 nights on board Seven Seas Grandeur

from $83,999.00 (USD)

Per Person

Mar 05, 2025
through Mar 19, 2025

More offers from Regent Seven Seas Cruises

Nights: 14

Ship: Seven Seas Grandeur

Price Per Night:$5,999.93 (USD)
(based on double occupancy, for comparison only)

Mar 05, 2025 through Mar 19, 2025

Itinerary: Miami, Cruising The Florida Straits, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), St. George's, Kingstown, Bridgetown, Roseau...

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N/A

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$83,999.00
Cat:RS
5,999.93 per night

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An Extended Journey of Caribbean Melodies and ABC Islands

from $7,085.00 (USD)

Per Person

Feb 14, 2025
through Feb 28, 2025

More offers from Explora Journeys

Nights: 14

Ship: Explora II

Price Per Night:$506.07 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2025 through Feb 28, 2025

Itinerary: Miami, Road Bay, Roseau, Basse-Terre, Marigot, San Juan, Oranjestad, Willemstad, Kralendijk, Tobago/Scarborough...

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N/A

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Suite

$7,085.00
Cat:OT1
506.07 per night

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STAR COLLECTOR: IVORY BEACHES & SAPPHIRE SEAS OF THE CARIBBEAN

from $3,399.00 (USD)

Per Person

+ $103.00 taxes/fees

Dec 02, 2025
through Dec 14, 2025

More offers from Windstar Cruises

Nights: 12

Ship: Wind Surf

Price Per Night:$283.25 (USD)
(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.

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Bridgetown to Fort Lauderdale, Florida

from $7,500.00 (USD)

Per Person

Jan 26, 2026
through Feb 12, 2026

More offers from Silversea Cruises

Nights: 17

Ship: Silver Spirit

Price Per Night:$441.18 (USD)
(based on double occupancy, for comparison only)

Jan 26, 2026 through Feb 12, 2026

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

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N/A

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Suite

$7,500.00
Cat:VI
441.18 per night

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14-Night Eastern Caribbean Voyage

from $2,179.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$155.64 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 27, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...

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Inside

$2,179.00
Cat:11
155.64 per night

Outside

$2,439.00
Cat:08
174.21 per night

Balcony

$3,099.00
Cat:V3
221.36 per night

Suite

$5,169.00
Cat:N2
369.21 per night

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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...

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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

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

from $6,500.00 (USD)

Per Person

Jan 11, 2026
through Jan 25, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Shadow

Price Per Night:$464.29 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2026 through Jan 25, 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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N/A

Outside

N/A

Balcony

N/A

Suite

$6,500.00
Cat:VI
464.29 per night

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Vibrant Voyage to Rio
Miami to Rio De Janeiro

from $6,299.00 (USD)

Per Person

Jan 06, 2026
through Jan 24, 2026

More offers from Oceania Cruises

Nights: 18

Ship: Vista

Price Per Night:$349.94 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2026 through Jan 24, 2026

Itinerary: Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...

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Inside

N/A

Outside

N/A

Balcony

$7,099.00
Cat:A4
394.39 per night

Suite

$10,299.00
Cat:PH2
572.17 per night

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Destination Page: Dominica2 (48 offers included)