Destination Page: Dominica2

The Essentials of the Caribbean
Timeless

from $10,100.00 (USD)

Per Person

Feb 10, 2026
through Feb 22, 2026

More offers from Ponant

Nights: 12

Ship: Le Bellot

Price Per Night:$841.67 (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

$10,100.00
Cat:DEL
841.67 per night

Suite

$16,120.00
Cat:DS4
1,343.33 per night

More Details Contact Us

Windward Islands 7 Nights

from $2,030.00 (USD)

Per Person

Jan 24, 2026
through Jan 31, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Jan 31, 2026

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

Other Categories Starting At:

Inside

$2,030.00
Cat:Category 6
290.00 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,120.00
Cat:Deluxe Suite with Veranda
588.57 per night

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Mar 13, 2027
through Mar 20, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Mar 13, 2027 through Mar 20, 2027

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

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

Caribbean & Central America Cruise
Miami to Bridgetown

from $9,000.00 (USD)

Per Person

Feb 07, 2027
through Feb 19, 2027

More offers from Silversea Cruises

Nights: 12

Ship: Silver Ray

Price Per Night:$750.00 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2027 through Feb 19, 2027

Itinerary: Miami, Fl, Day at sea, San Juan, St John, Basseterre, St. Kitts, Gustavia, St Barthelemy, St. John's, Deshaies, Roseau, Fort-De-France...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,000.00
Cat:CV
750.00 per night

More Details Contact Us

Caribbean Christmas Cruise: Barbados, St. Lucia & St. Thomas

from $2,859.00 (USD)

Per Person

Dec 12, 2026
through Dec 28, 2026

More offers from Azamara

Nights: 16

Ship: Azamara Journey

Price Per Night:$178.69 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Dec 28, 2026

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

Other Categories Starting At:

Inside

$2,859.00
Cat:12
178.69 per night

Outside

$3,519.00
Cat:08
219.94 per night

Balcony

$4,719.00
Cat:V3
294.94 per night

Suite

$7,759.00
Cat:N2
484.94 per night

More Details Contact Us

21-Day Southern & Eastern Caribbean: Abc & Leeward Holiday
Roundtrip from Miami

from $3,814.00 (USD)

Per Person

Dec 13, 2025
through Jan 03, 2026

More offers from Holland America Line

Nights: 21

Ship: Zuiderdam

Price Per Night:$181.62 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Jan 03, 2026

Itinerary: Miami, Half Moon Cay, Cabo Rojo, Curacao, Bonaire, Aruba, Miami, St Maarten, Antigua, St Lucia...

Other Categories Starting At:

Inside

$3,814.00
Cat:N
181.62 per night

Outside

$3,944.00
Cat:HH
187.81 per night

Balcony

$4,704.00
Cat:VH
224.00 per night

Suite

$6,664.00
Cat:SZ
317.33 per night

More Details Contact Us

Southern Caribbean Cruise

from $1,893.40 (USD)

Per Person

Oct 18, 2025
through Oct 29, 2025

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Reflection

Price Per Night:$172.13 (USD)
(based on double occupancy, for comparison only)

Oct 18, 2025 through Oct 29, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$1,893.40
Cat:XC
172.13 per night

Suite

$8,801.40
Cat:CS
800.13 per night

More Details Contact Us

Barbados, Dominica & St. Isle Spring

from $1,433.00 (USD)

Per Person

Mar 19, 2027
through Mar 27, 2027

More offers from Virgin Voyages

Nights: 8

Ship: Valiant Lady

Price Per Night:$179.13 (USD)
(based on double occupancy, for comparison only)

Mar 19, 2027 through Mar 27, 2027

Itinerary: San Juan, St. Thomas, Sailing, Bridgetown, Kingstown, Roseau, Philipsburg, Sailing, San Juan

This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica - known for its lush rainforests - then St. Maarten, before sailing back to San Juan.

Other Categories Starting At:

Inside

$1,433.00
Cat:IZ
179.13 per night

Outside

$1,673.00
Cat:VZ
209.13 per night

Balcony

$1,913.00
Cat:TZ
239.13 per night

Suite

$4,640.00
Cat:SS
580.00 per night

More Details Contact Us

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

from $8,000.00 (USD)

Per Person

Feb 19, 2026
through Mar 05, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Shadow

Price Per Night:$571.43 (USD)
(based on double occupancy, for comparison only)

Feb 19, 2026 through Mar 05, 2026

Itinerary: Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,000.00
Cat:VI
571.43 per night

More Details Contact Us

Dutchman's Caribbean
Roundtrip from Miami

from $5,299.00 (USD)

Per Person

Nov 11, 2026
through Nov 25, 2026

More offers from Oceania Cruises

Nights: 14

Ship: Vista

Price Per Night:$378.50 (USD)
(based on double occupancy, for comparison only)

Nov 11, 2026 through Nov 25, 2026

Itinerary: Miami, George Town, Falmouth, Oranjestad, Willemstad, Kralendijk, St. George's, Roseau, Basseterre, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,299.00
Cat:B5
378.50 per night

Suite

$8,299.00
Cat:PH3
592.79 per night

More Details Contact Us

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

from $8,500.00 (USD)

Per Person

Jan 11, 2026
through Jan 25, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Shadow

Price Per Night:$607.14 (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...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,500.00
Cat:VI
607.14 per night

More Details Contact Us

Caribbean & Central America Cruise
Philipsburg to Bridgetown

from $6,000.00 (USD)

Per Person

Jan 18, 2026
through Jan 25, 2026

More offers from Silversea Cruises

Nights: 7

Ship: Silver Shadow

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

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,000.00
Cat:VI
857.14 per night

More Details Contact Us

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

from $4,224.00 (USD)

Per Person

Nov 21, 2026
through Dec 12, 2026

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$201.14 (USD)
(based on double occupancy, for comparison only)

Nov 21, 2026 through Dec 12, 2026

Itinerary: Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Mahogany Bay, Belize City, Costa Maya, Cozumel, Fort Lauderdale, St Maarten, Antigua...

Other Categories Starting At:

Inside

$4,224.00
Cat:N
201.14 per night

Outside

$5,474.00
Cat:F
260.67 per night

Balcony

$5,824.00
Cat:VH
277.33 per night

Suite

$7,474.00
Cat:BC
355.90 per night

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Jan 02, 2027
through Jan 09, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Jan 02, 2027 through Jan 09, 2027

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

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

MSC Grand Voyages

from $763.71 (USD)

Per Person

Nov 19, 2025
through Dec 06, 2025

More offers from MSC Cruises

Nights: 17

Ship: MSC Virtuosa

Price Per Night:$44.92 (USD)
(based on double occupancy, for comparison only)

Nov 19, 2025 through Dec 06, 2025

Itinerary: Rotterdam (Amsterdam) Netherlands, Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique

Other Categories Starting At:

Inside

$843.71
Cat:IR1
49.63 per night

Outside

$1,063.71
Cat:OO
62.57 per night

Balcony

$1,293.71
Cat:BP
76.10 per night

Suite

$3,283.71
Cat:SL1
193.16 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $828.18 (USD)

Per Person

Oct 17, 2026
through Oct 24, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$118.31 (USD)
(based on double occupancy, for comparison only)

Oct 17, 2026 through Oct 24, 2026

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$828.18
Cat:ZI
118.31 per night

Outside

$914.68
Cat:YO
130.67 per night

Balcony

$1,211.18
Cat:XB
173.03 per night

Suite

N/A

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 19 Nights

from $2,820.00 (USD)

Per Person

+ $7,229.00 taxes/fees

Nov 26, 2025
through Dec 15, 2025

More offers from Cunard Line

Nights: 19

Ship: Queen Mary 2

Price Per Night:$148.42 (USD)
(based on double occupancy, for comparison only)

Nov 26, 2025 through Dec 15, 2025

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

Enjoy days waking up to blue skies and sparkling seas on this 19-night voyage. On shore, explore historic Garrisons in Bridgetown and indulge in some retail therapy at Old Roseau market.

Other Categories Starting At:

Inside

$2,820.00
Cat:IE
148.42 per night

Outside

N/A

Balcony

$4,369.00
Cat:DB
229.95 per night

Suite

$11,532.00
Cat:P2
606.95 per night

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Jan 16, 2027
through Jan 23, 2027

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Jan 16, 2027 through Jan 23, 2027

Itinerary: Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean Cruise: Barbados, St. Lucia & St. Maarten

from $2,729.00 (USD)

Per Person

Nov 28, 2026
through Dec 12, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

Price Per Night:$194.93 (USD)
(based on double occupancy, for comparison only)

Nov 28, 2026 through Dec 12, 2026

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan, Virgin Gorda, St. John's, Antigua...

Other Categories Starting At:

Inside

$2,729.00
Cat:11
194.93 per night

Outside

$3,129.00
Cat:08
223.50 per night

Balcony

$4,169.00
Cat:V3
297.79 per night

Suite

$6,889.00
Cat:N2
492.07 per night

More Details Contact Us

STAR COLLECTOR: HIDDEN GEMS OF THE CARIBBEAN

from $6,699.00 (USD)

Per Person

+ $95.00 taxes/fees

Jan 14, 2026
through Jan 31, 2026

More offers from Windstar Cruises

Nights: 17

Ship: Wind Spirit

Price Per Night:$394.06 (USD)
(based on double occupancy, for comparison only)

Jan 14, 2026 through Jan 31, 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...

Dive, dine, and delight in iconic Caribbean island destinations during a far-ranging Caribbean loop that conveniently begins and ends in Philipsburg on St. Maarten. Cruise a kayak through sapphire waters near Little Bay, Monserrat, and peer at shadowy fruit bats suspended throughout coastal caves. Drift and spin in a floating tube on a rainforest stream outside Roseau on Dominica prior to sipping rum cocktails mixed with tangy tropical juices.

Other Categories Starting At:

Inside

N/A

Outside

$6,699.00
Cat:BX
394.06 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $7,700.00 (USD)

Per Person

Dec 22, 2025
through Jan 05, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Spirit

Price Per Night:$550.00 (USD)
(based on double occupancy, for comparison only)

Dec 22, 2025 through Jan 05, 2026

Itinerary: Bridgetown, Castries, St George's, Day at sea, Philipsburg, St. Maarten, St. Thomas, Basseterre, St. Kitts, St. John's, Roseau, Bequia...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,700.00
Cat:VI
550.00 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $844.39 (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:$120.63 (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

$844.39
Cat:ZI
120.63 per night

Outside

$929.89
Cat:YO
132.84 per night

Balcony

$1,308.39
Cat:XB
186.91 per night

Suite

N/A

More Details Contact Us

Eastern Caribbean Voyage

from $3,689.00 (USD)

Per Person

Nov 22, 2025
through Dec 06, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$263.50 (USD)
(based on double occupancy, for comparison only)

Nov 22, 2025 through Dec 06, 2025

Itinerary: San Juan, Charlotte Amalie, St. Thomas, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau...

Other Categories Starting At:

Inside

$3,689.00
Cat:12
263.50 per night

Outside

$4,049.00
Cat:08
289.21 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Leeward Islands 7 Nights

from $1,970.00 (USD)

Per Person

Jan 24, 2026
through Jan 31, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Jan 31, 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

$1,970.00
Cat:Category 6
281.43 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Eastern Caribbean, 35 Nights

from $4,979.00 (USD)

Per Person

+ $214.00 taxes/fees

Jan 04, 2026
through Feb 08, 2026

More offers from Cunard Line

Nights: 35

Ship: Queen Victoria

Price Per Night:$142.26 (USD)
(based on double occupancy, for comparison only)

Jan 04, 2026 through Feb 08, 2026

Itinerary: London (Southampton), England, Madeira, Portugal, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, St. Vincent, St. Vincent/Grenadines, Curacao, Antilles, Aruba, Aruba, Dominica, Dominica, Antigua...

This roundtrip Caribbean voyage from Southampton is the perfect way to escape the January blues. Enjoy an enviable start to 2026, soaking up the sun on some of the world’s best white-sand beaches.

Other Categories Starting At:

Inside

$4,979.00
Cat:IF
142.26 per night

Outside

$6,079.00
Cat:FC
173.69 per night

Balcony

$7,579.00
Cat:BF
216.54 per night

Suite

$40,509.00
Cat:Q4
1,157.40 per night

More Details Contact Us

Bridgetown to Bridgetown

from $10,100.00 (USD)

Per Person

Feb 02, 2026
through Feb 23, 2026

More offers from Silversea Cruises

Nights: 21

Ship: Silver Spirit

Price Per Night:$480.95 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2026 through Feb 23, 2026

Itinerary: Bridgetown, Bequia, Castries, Roseau, Deshaies, Basseterre, St. Kitts, Spanish Town, St John, Day at sea, Fort Lauderdale, Florida...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$10,100.00
Cat:SV
480.95 per night

More Details Contact Us

Eastern Caribbean Voyage

from $3,159.00 (USD)

Per Person

Nov 15, 2025
through Nov 29, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$225.64 (USD)
(based on double occupancy, for comparison only)

Nov 15, 2025 through Nov 29, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Charlotte Amalie, St. Thomas, St. John's, Antigua...

Other Categories Starting At:

Inside

$3,159.00
Cat:11
225.64 per night

Outside

$3,429.00
Cat:08
244.93 per night

Balcony

$5,749.00
Cat:P3
410.64 per night

Suite

$7,129.00
Cat:N1
509.21 per night

More Details Contact Us

Leeward Isles Serenade
Roundtrip from Tampa

from $4,999.00 (USD)

Per Person

Mar 03, 2026
through Mar 18, 2026

More offers from Oceania Cruises

Nights: 15

Ship: Insignia

Price Per Night:$333.27 (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

Other Categories Starting At:

Inside

$4,999.00
Cat:G
333.27 per night

Outside

$5,699.00
Cat:D
379.93 per night

Balcony

$7,499.00
Cat:B2
499.93 per night

Suite

$9,699.00
Cat:PH3
646.60 per night

More Details Contact Us

Southern Caribbean Cruise

from $1,015.94 (USD)

Per Person

Feb 27, 2027
through Mar 06, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$145.13 (USD)
(based on double occupancy, for comparison only)

Feb 27, 2027 through Mar 06, 2027

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,015.94
Cat:Z
145.13 per night

Outside

$1,065.94
Cat:Y
152.28 per night

Balcony

$1,315.94
Cat:X
187.99 per night

Suite

$2,715.94
Cat:S1
387.99 per night

More Details Contact Us

Ultimate Southern Caribbean

from $1,739.61 (USD)

Per Person

Mar 22, 2027
through Apr 02, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Eclipse

Price Per Night:$158.15 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2027 through Apr 02, 2027

Itinerary: Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,739.61
Cat:Z
158.15 per night

Outside

$1,939.61
Cat:Y
176.33 per night

Balcony

$2,139.61
Cat:X
194.51 per night

Suite

$6,339.61
Cat:W
576.33 per night

More Details Contact Us

JEWELS OF THE WINDWARD ISLANDS

from $2,599.00 (USD)

Per Person

+ $17.00 taxes/fees

Mar 21, 2026
through Mar 28, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)

Mar 21, 2026 through Mar 28, 2026

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.

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Inside

N/A

Outside

$2,599.00
Cat:B
371.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Iberian Explorer
London (Tilbury) to Barcelona

from $3,099.00 (USD)

Per Person

Oct 01, 2025
through Oct 08, 2025

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Vela

Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)

Oct 01, 2025 through Oct 08, 2025

Itinerary: London (Tilbury), Portsmouth, Sail the Atlantic Ocean, Vigo, Sail the Strait of Gibraltar, Granada (Málaga), Murcia (Cartagena), Barcelona

Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.

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West Indies Explorer
Roundtrip from San Juan

from $4,649.00 (USD)

Per Person

Dec 29, 2025
through Jan 08, 2026

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

Price Per Night:$464.90 (USD)
(based on double occupancy, for comparison only)

Dec 29, 2025 through Jan 08, 2026

Itinerary: San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan

Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises—allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.

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Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $744.79 (USD)

Per Person

Dec 13, 2025
through Dec 20, 2025

More offers from Royal Caribbean International

Nights: 7

Ship: Jewel of the Seas

Price Per Night:$106.40 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 20, 2025

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

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Inside

$744.79
Cat:ZI
106.40 per night

Outside

$764.29
Cat:YO
109.18 per night

Balcony

$854.29
Cat:XB
122.04 per night

Suite

N/A

More Details Contact Us

Eastern Caribbean Cruise: St.Lucia, Dominica & St.Kitts

from $1,139.00 (USD)

Per Person

Dec 12, 2026
through Dec 18, 2026

More offers from Azamara

Nights: 6

Ship: Azamara Journey

Price Per Night:$189.83 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Dec 18, 2026

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

Other Categories Starting At:

Inside

$1,139.00
Cat:12
189.83 per night

Outside

$1,409.00
Cat:08
234.83 per night

Balcony

$1,889.00
Cat:V3
314.83 per night

Suite

$3,089.00
Cat:N2
514.83 per night

More Details Contact Us

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

from $4,729.00 (USD)

Per Person

Feb 13, 2027
through Mar 06, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$225.19 (USD)
(based on double occupancy, for comparison only)

Feb 13, 2027 through Mar 06, 2027

Itinerary: Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...

Other Categories Starting At:

Inside

$4,729.00
Cat:N
225.19 per night

Outside

$5,929.00
Cat:F
282.33 per night

Balcony

$6,229.00
Cat:VH
296.62 per night

Suite

$8,129.00
Cat:BC
387.10 per night

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

$6,899.00
Cat:PH3
689.90 per night

More Details Contact Us

BLUE WATERS OF THE LEEWARD ISLANDS

from $4,599.00 (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:$459.90 (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

$4,599.00
Cat:BX
459.90 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean

from $739.00 (USD)

Per Person

Jan 17, 2027
through Jan 24, 2027

More offers from MSC Cruises

Nights: 7

Ship: MSC Seaview

Price Per Night:$105.57 (USD)
(based on double occupancy, for comparison only)

Jan 17, 2027 through Jan 24, 2027

Itinerary: Pointe-A-Pitre Guadeloupe, Philipsburg St. Maarten, St. John's Antigua And Barbuda, Basseterre St Kitts & Nevis, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe

Other Categories Starting At:

Inside

$809.00
Cat:IR1
115.57 per night

Outside

$969.00
Cat:OR1
138.43 per night

Balcony

$1,169.00
Cat:BR1
167.00 per night

Suite

$1,639.00
Cat:SR1
234.14 per night

More Details Contact Us

Windward Islands New Years Cruise 7 Nights

from $2,230.00 (USD)

Per Person

Dec 27, 2025
through Jan 03, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$318.57 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 03, 2026

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

Other Categories Starting At:

Inside

$2,230.00
Cat:Category 6
318.57 per night

Outside

$2,480.00
Cat:Category 5
354.29 per night

Balcony

N/A

Suite

$4,320.00
Cat:Deluxe Suite with Veranda
617.14 per night

More Details Contact Us

14-Day Leeward Island Jewels
Roundtrip from Miami

from $6,299.00 (USD)

Per Person

Dec 06, 2026
through Dec 20, 2026

More offers from Seabourn Cruise Line

Nights: 14

Ship: Seabourn Quest

Price Per Night:$449.93 (USD)
(based on double occupancy, for comparison only)

Dec 06, 2026 through Dec 20, 2026

Itinerary: Miami, San Juan, Virgin Gorda, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Road Bay, Great Harbour, Jost Van Dyke...

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,299.00
Cat:A
449.93 per night

More Details Contact Us

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

from $11,000.00 (USD)

Per Person

Feb 03, 2026
through Feb 19, 2026

More offers from Silversea Cruises

Nights: 16

Ship: Silver Shadow

Price Per Night:$687.50 (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

$11,000.00
Cat:VI
687.50 per night

More Details Contact Us

SUBLIME SOUTHERN CARIBBEAN

from $3,399.00 (USD)

Per Person

+ $21.00 taxes/fees

Jan 04, 2026
through Jan 14, 2026

More offers from Windstar Cruises

Nights: 10

Ship: Wind Spirit

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

Jan 04, 2026 through Jan 14, 2026

Itinerary: Bridgetown, Mayreau, Roseau, Anse Mitan, Deshaies, Basseterre, St. John's, Falmouth Harbour, Gustavia, Road Bay...

Spend 10 delightful days exploring Southern Caribbean gems both on and off the beaten path. Hike through Jurassic jungles and breathtaking waterfalls in Dominica. Lounge on white-sand beaches in Antigua. Discover the vintage Caribbean on Guadeloupe’s Les Saintes and tiny Anguilla, and visit French boutiques and restaurants frequented by A-list celebrities on sophisticated St. Barts.

Other Categories Starting At:

Inside

N/A

Outside

$3,399.00
Cat:B
339.90 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean Cruise: Barbados, St. Lucia & St. Kitts

from $2,549.00 (USD)

Per Person

Nov 14, 2026
through Nov 28, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

Price Per Night:$182.07 (USD)
(based on double occupancy, for comparison only)

Nov 14, 2026 through Nov 28, 2026

Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...

Other Categories Starting At:

Inside

$2,549.00
Cat:12
182.07 per night

Outside

$3,129.00
Cat:08
223.50 per night

Balcony

$4,169.00
Cat:V3
297.79 per night

Suite

$6,889.00
Cat:N2
492.07 per night

More Details Contact Us

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

from $3,709.00 (USD)

Per Person

Dec 27, 2025
through Jan 14, 2026

More offers from Holland America Line

Nights: 18

Ship: Koningsdam

Price Per Night:$206.06 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 14, 2026

Itinerary: Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique...

Other Categories Starting At:

Inside

$3,709.00
Cat:N
206.06 per night

Outside

$3,999.00
Cat:F
222.17 per night

Balcony

$4,559.00
Cat:VH
253.28 per night

Suite

$5,749.00
Cat:BC
319.39 per night

More Details Contact Us

Destination Page: Dominica2 (45 offers included)