Destination Page: Dominica2

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

from $1,399.00 (USD)

Per Person

Nov 14, 2026
through Nov 21, 2026

More offers from Azamara

Nights: 7

Ship: Azamara Journey

Price Per Night:$199.86 (USD)
(based on double occupancy, for comparison only)

Nov 14, 2026 through Nov 21, 2026

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

Other Categories Starting At:

Inside

$1,399.00
Cat:12
199.86 per night

Outside

$1,669.00
Cat:08
238.43 per night

Balcony

$2,229.00
Cat:V3
318.43 per night

Suite

$3,669.00
Cat:N2
524.14 per night

More Details Contact Us

Iberian Explorer
London (Tilbury) to Barcelona

from $3,299.00 (USD)

Per Person

Sep 30, 2027
through Oct 07, 2027

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Sky

Price Per Night:$471.29 (USD)
(based on double occupancy, for comparison only)

Sep 30, 2027 through Oct 07, 2027

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.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,299.00
Cat:V2
471.29 per night

Suite

$4,799.00
Cat:PS3
685.57 per night

More Details Contact Us

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

from $4,629.00 (USD)

Per Person

Feb 02, 2027
through Feb 23, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$220.43 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2027 through Feb 23, 2027

Itinerary: Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...

Other Categories Starting At:

Inside

$4,629.00
Cat:N
220.43 per night

Outside

$5,829.00
Cat:F
277.57 per night

Balcony

$6,129.00
Cat:VH
291.86 per night

Suite

$8,029.00
Cat:BC
382.33 per night

More Details Contact Us

Windward Islands 7 Nights

from $2,020.00 (USD)

Per Person

+ N/A taxes/fees

Mar 21, 2026
through Mar 28, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)

Mar 21, 2026 through Mar 28, 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

$2,020.00
Cat:Category 6
288.57 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $5,100.00 (USD)

Per Person

Jan 26, 2026
through Feb 02, 2026

More offers from Silversea Cruises

Nights: 7

Ship: Silver Spirit

Price Per Night:$728.57 (USD)
(based on double occupancy, for comparison only)

Jan 26, 2026 through Feb 02, 2026

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

$5,100.00
Cat:VI
728.57 per night

More Details Contact Us

21-Day Eastern Caribbean: Leeward & U.S. Virgin Islands
Roundtrip from Fort Lauderdale

from $3,894.00 (USD)

Per Person

Jan 24, 2026
through Feb 14, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$185.43 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Feb 14, 2026

Itinerary: Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay...

Other Categories Starting At:

Inside

$3,894.00
Cat:N
185.43 per night

Outside

$4,384.00
Cat:F
208.76 per night

Balcony

$5,014.00
Cat:VH
238.76 per night

Suite

$6,594.00
Cat:BC
314.00 per night

More Details Contact Us

Iberian Explorer
Barcelona to London (Tilbury)

from $2,299.00 (USD)

Per Person

Jan 10, 2026
through Jan 17, 2026

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Vela

Price Per Night:$328.43 (USD)
(based on double occupancy, for comparison only)

Jan 10, 2026 through Jan 17, 2026

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

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$2,299.00
Cat:V2
328.43 per night

Suite

$3,299.00
Cat:PS3
471.29 per night

More Details Contact Us

West Indies Explorer
Roundtrip from San Juan

from $3,799.00 (USD)

Per Person

Jan 05, 2027
through Jan 15, 2027

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

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

Jan 05, 2027 through Jan 15, 2027

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

$3,799.00
Cat:V2
379.90 per night

Suite

$6,499.00
Cat:PS3
649.90 per night

More Details Contact Us

Island & Amazon Immersion
Miami to Bridgetown

from $8,499.00 (USD)

Per Person

Jan 15, 2026
through Feb 15, 2026

More offers from Oceania Cruises

Nights: 31

Ship: Insignia

Price Per Night:$274.16 (USD)
(based on double occupancy, for comparison only)

Jan 15, 2026 through Feb 15, 2026

Itinerary: Miami, Oranjestad, Willemstad, Port Of Spain, St. George's, Castries, Kingstown, Roseau, Fort-De-France, Bridgetown...

Other Categories Starting At:

Inside

$8,499.00
Cat:F
274.16 per night

Outside

$8,899.00
Cat:D
287.06 per night

Balcony

$12,599.00
Cat:B2
406.42 per night

Suite

$17,699.00
Cat:PH3
570.94 per night

More Details Contact Us

Caribbean Cruise: San Juan, Antigua & Barbados

from $2,539.00 (USD)

Per Person

Nov 21, 2026
through Dec 05, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)

Nov 21, 2026 through Dec 05, 2026

Itinerary: San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...

Other Categories Starting At:

Inside

$2,539.00
Cat:12
181.36 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

Southern Caribbean Cruise
Roundtrip from Baltimore, Maryland

from $1,224.94 (USD)

Per Person

Nov 01, 2025
through Nov 13, 2025

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$102.08 (USD)
(based on double occupancy, for comparison only)

Nov 01, 2025 through Nov 13, 2025

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

Other Categories Starting At:

Inside

$1,224.94
Cat:ZI
102.08 per night

Outside

$1,524.44
Cat:YO
127.04 per night

Balcony

$2,474.94
Cat:1B
206.25 per night

Suite

N/A

More Details Contact Us

Mediterranean Discoveries
Rome (Civitavecchia) to London (Tilbury)

from $5,048.00 (USD)

Per Person

Jan 13, 2026
through Jan 27, 2026

More offers from Viking Ocean Cruises

Nights: 14

Ship: Viking Neptune

Price Per Night:$360.57 (USD)
(based on double occupancy, for comparison only)

Jan 13, 2026 through Jan 27, 2026

Itinerary: Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...

Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral—the final stop on the epic Camino de Santiago pilgrim route.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,048.00
Cat:V1
360.57 per night

Suite

$6,998.00
Cat:PS3
499.86 per night

More Details Contact Us

7-Day Caribbean Gems
Roundtrip from Barbados

from $5,299.00 (USD)

Per Person

Mar 14, 2026
through Mar 21, 2026

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$757.00 (USD)
(based on double occupancy, for comparison only)

Mar 14, 2026 through Mar 21, 2026

Itinerary: Barbados, Carambola Beach, Point-A-Pitre, Trois Ilets, Roseau, Rodney Bay, Barbados

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,299.00
Cat:V3
757.00 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

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

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

Southern Caribbean Holiday

from $1,038.44 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$148.35 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Dec 26, 2026

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

Other Categories Starting At:

Inside

$1,038.44
Cat:Z
148.35 per night

Outside

$1,111.44
Cat:Y
158.78 per night

Balcony

$1,385.94
Cat:X
197.99 per night

Suite

$3,595.94
Cat:S1
513.71 per night

More Details Contact Us

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

from $3,939.00 (USD)

Per Person

Feb 14, 2026
through Mar 07, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$187.57 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2026 through Mar 07, 2026

Itinerary: Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...

Other Categories Starting At:

Inside

$3,939.00
Cat:N
187.57 per night

Outside

$4,439.00
Cat:F
211.38 per night

Balcony

$5,069.00
Cat:VH
241.38 per night

Suite

$6,639.00
Cat:BC
316.14 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $972.56 (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:$138.94 (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

$972.56
Cat:ZI
138.94 per night

Outside

$1,025.56
Cat:YO
146.51 per night

Balcony

$1,256.06
Cat:XB
179.44 per night

Suite

N/A

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 7 Nights

from $2,020.00 (USD)

Per Person

+ N/A taxes/fees

Dec 13, 2025
through Dec 20, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 20, 2025

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

$2,020.00
Cat:Category 6
288.57 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night

More Details Contact Us

Southern Caribbean Holiday

from $2,350.26 (USD)

Per Person

Dec 24, 2026
through Jan 04, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$213.66 (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

Other Categories Starting At:

Inside

$2,670.76
Cat:I2
242.80 per night

Outside

$2,920.76
Cat:O2
265.52 per night

Balcony

$3,639.26
Cat:P2
330.84 per night

Suite

$11,275.76
Cat:S1
1,025.07 per night

More Details Contact Us

Southern Caribbean Cruise

from $1,084.18 (USD)

Per Person

Mar 20, 2027
through Mar 27, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$154.88 (USD)
(based on double occupancy, for comparison only)

Mar 20, 2027 through Mar 27, 2027

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,084.18
Cat:Z
154.88 per night

Outside

$1,134.18
Cat:Y
162.03 per night

Balcony

$1,384.18
Cat:X
197.74 per night

Suite

$2,784.18
Cat:S1
397.74 per night

More Details Contact Us

Eastern Caribbean Voyage

from $2,759.00 (USD)

Per Person

Nov 15, 2025
through Nov 29, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$197.07 (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, Virgin Gorda, St. John's, Antigua...

Other Categories Starting At:

Inside

$2,759.00
Cat:12
197.07 per night

Outside

$3,289.00
Cat:08
234.93 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

CLASSIC CARIBBEAN

from $2,699.00 (USD)

Per Person

+ $18.00 taxes/fees

Feb 07, 2026
through Feb 14, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

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

Feb 07, 2026 through Feb 14, 2026

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Anse Mitan, 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.

Other Categories Starting At:

Inside

N/A

Outside

$2,699.00
Cat:B
385.57 per night

Balcony

N/A

Suite

N/A

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

BLUE WATERS OF THE LEEWARD ISLANDS

from $4,499.00 (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:$449.90 (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

$4,499.00
Cat:BX
449.90 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean Celebration, 14 Nights (M701)
Roundtrip from New York, New York

from $3,499.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 19, 2026
through Jan 02, 2027

More offers from Cunard Line

Nights: 14

Ship: Queen Mary 2

Price Per Night:$249.93 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Jan 02, 2027

Itinerary: New York, New York, Tortola, B.V.I., St. Maarten, Netherlands Antilles, Barbados, Barbados, St Lucia, Saint Lucia, Dominica, Dominica, 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

$3,499.00
Cat:IF
249.93 per night

Outside

$4,499.00
Cat:EF
321.36 per night

Balcony

$4,629.00
Cat:DC
330.64 per night

Suite

$10,699.00
Cat:P2
764.21 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,499.00 (USD)

Per Person

+ $120.00 taxes/fees

Feb 28, 2026
through Mar 14, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$321.36 (USD)
(based on double occupancy, for comparison only)

Feb 28, 2026 through Mar 14, 2026

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Deshaies, 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.

Other Categories Starting At:

Inside

N/A

Outside

$4,499.00
Cat:B
321.36 per night

Balcony

N/A

Suite

$10,599.00
Cat:OS
757.07 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

Pearls of the Caribbean

from $5,070.00 (USD)

Per Person

+ $450.00 taxes/fees

Dec 12, 2025
through Dec 20, 2025

More offers from Ponant

Nights: 8

Ship: Le Bellot

Price Per Night:$633.75 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2025 through Dec 20, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,070.00
Cat:DEL
633.75 per night

Suite

$7,790.00
Cat:DS5
973.75 per night

More Details Contact Us

Eastern Caribbean Voyage

from $2,839.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$202.79 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 27, 2025

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

Other Categories Starting At:

Inside

$2,839.00
Cat:12
202.79 per night

Outside

$3,099.00
Cat:08
221.36 per night

Balcony

$3,609.00
Cat:V3
257.79 per night

Suite

$5,219.00
Cat:N2
372.79 per night

More Details Contact Us

Eastern Caribbean Voyage

from $1,239.00 (USD)

Per Person

Dec 13, 2025
through Dec 19, 2025

More offers from Azamara

Nights: 6

Ship: Azamara Quest

Price Per Night:$206.50 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 19, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan

Other Categories Starting At:

Inside

$1,239.00
Cat:12
206.50 per night

Outside

$1,319.00
Cat:08
219.83 per night

Balcony

$1,519.00
Cat:V3
253.17 per night

Suite

$2,059.00
Cat:N2
343.17 per night

More Details Contact Us

West Indies Explorer
Roundtrip from San Juan

from $3,499.00 (USD)

Per Person

Nov 15, 2026
through Nov 25, 2026

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

Price Per Night:$349.90 (USD)
(based on double occupancy, for comparison only)

Nov 15, 2026 through Nov 25, 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

$3,499.00
Cat:V2
349.90 per night

Suite

$5,999.00
Cat:PS3
599.90 per night

More Details Contact Us

MSC Grand Voyages

from $996.77 (USD)

Per Person

+ N/A taxes/fees

Nov 21, 2025
through Dec 06, 2025

More offers from MSC Cruises

Nights: 15

Ship: MSC Virtuosa

Price Per Night:$66.45 (USD)
(based on double occupancy, for comparison only)

Nov 21, 2025 through Dec 06, 2025

Itinerary: 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

N/A

Outside

$1,246.77
Cat:OO
83.12 per night

Balcony

$1,446.77
Cat:BP
96.45 per night

Suite

$5,326.77
Cat:YC1
355.12 per night

More Details Contact Us

Caribbean Tour de Force
Miami to Bridgetown

from $5,399.00 (USD)

Per Person

Jan 08, 2026
through Jan 27, 2026

More offers from Oceania Cruises

Nights: 19

Ship: Insignia

Price Per Night:$284.16 (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...

Other Categories Starting At:

Inside

$5,399.00
Cat:F
284.16 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

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

Ultimate Southern Caribbean

from $1,669.61 (USD)

Per Person

Feb 08, 2027
through Feb 19, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Eclipse

Price Per Night:$151.78 (USD)
(based on double occupancy, for comparison only)

Feb 08, 2027 through Feb 19, 2027

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

Other Categories Starting At:

Inside

$1,669.61
Cat:Z
151.78 per night

Outside

$1,869.61
Cat:Y
169.96 per night

Balcony

$2,069.61
Cat:X
188.15 per night

Suite

$6,269.61
Cat:W
569.96 per night

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

Southern Caribbean Cruise

from $911.44 (USD)

Per Person

Nov 28, 2026
through Dec 05, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$130.21 (USD)
(based on double occupancy, for comparison only)

Nov 28, 2026 through Dec 05, 2026

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

Other Categories Starting At:

Inside

$911.44
Cat:Z
130.21 per night

Outside

$928.44
Cat:Y
132.63 per night

Balcony

$1,156.94
Cat:X
165.28 per night

Suite

$2,685.94
Cat:S1
383.71 per night

More Details Contact Us

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.

Other Categories Starting At:

Inside

N/A

Outside

$3,399.00
Cat:B
283.25 per night

Balcony

N/A

Suite

N/A

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

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,101.66 (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:$157.38 (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

$1,101.66
Cat:ZI
157.38 per night

Outside

$1,251.66
Cat:YO
178.81 per night

Balcony

$1,558.66
Cat:XB
222.67 per night

Suite

N/A

More Details Contact Us

Windward Islands 7 Nights

from $2,020.00 (USD)

Per Person

+ N/A taxes/fees

Jan 10, 2026
through Jan 17, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)

Jan 10, 2026 through Jan 17, 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

$2,020.00
Cat:Category 6
288.57 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night

More Details Contact Us

Ultimate Southern Caribbean

from $1,749.31 (USD)

Per Person

Feb 05, 2027
through Feb 15, 2027

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Ascent

Price Per Night:$174.93 (USD)
(based on double occupancy, for comparison only)

Feb 05, 2027 through Feb 15, 2027

Itinerary: Fort Lauderdale, Florida, Philipsburg, St. Maarten, Castries, St. Lucia, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,981.31
Cat:I2
198.13 per night

Outside

$2,096.31
Cat:O2
209.63 per night

Balcony

$2,365.81
Cat:P2
236.58 per night

Suite

$6,974.31
Cat:S1
697.43 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Fort Lauderdale

from $6,900.00 (USD)

Per Person

Jan 05, 2026
through Jan 16, 2026

More offers from Silversea Cruises

Nights: 11

Ship: Silver Spirit

Price Per Night:$627.27 (USD)
(based on double occupancy, for comparison only)

Jan 05, 2026 through Jan 16, 2026

Itinerary: Bridgetown, Bequia, Castries, Deshaies, Roseau, Charlestown (Nevis), St. John's, Gustavia, St Barthelemy, Road Town, Tortola, Day at sea...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,900.00
Cat:VI
627.27 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,960.00 (USD)

Per Person

+ N/A taxes/fees

Jan 24, 2026
through Jan 31, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$280.00 (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

$1,960.00
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

A Journey of Soft Sands, Azure Waters & Sun-drenched Shores

from $4,095.00 (USD)

Per Person

Mar 14, 2027
through Mar 21, 2027

Soft Sands, Azure Waters & Sun-drenched Shores

More offers from Explora Journeys

Nights: 7

Ship: Explora III

Price Per Night:$585.00 (USD)
(based on double occupancy, for comparison only)

Mar 14, 2027 through Mar 21, 2027

Itinerary: Miami, Providenciales, St. John's (Antigua), Roseau, Bequia, Bridgetown

Miami's cosmopolitan charms launch our journey into tropical mystique and coastal enchantment. Relax in elegant luxury on the gentle waves as we drift into Providenciales to be welcomed by expansive paradise beaches.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,095.00
Cat:OT1
585.00 per night

More Details Contact Us

Destination Page: Dominica2 (48 offers included)