Destination Page: Dominica2

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,059.21 (USD)

Per Person

May 24, 2025
through Jun 01, 2025

More offers from Royal Caribbean International

Nights: 8

Ship: Rhapsody of The Seas

Price Per Night:$132.40 (USD)
(based on double occupancy, for comparison only)

May 24, 2025 through Jun 01, 2025

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

Other Categories Starting At:

Inside

$1,059.21
Cat:ZI
132.40 per night

Outside

$1,206.21
Cat:YO
150.78 per night

Balcony

$2,298.71
Cat:XB
287.34 per night

Suite

N/A

More Details Contact Us

Bridgetown to Bridgetown

from $11,200.00 (USD)

Per Person

Feb 02, 2026
through Feb 23, 2026

More offers from Silversea Cruises

Nights: 21

Ship: Silver Spirit

Price Per Night:$533.33 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2026 through Feb 23, 2026

Itinerary: Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Basseterre, St. Kitts, Gustavia, St Barthelemy, St John, Day at sea, Fort Lauderdale, Florida...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$11,200.00
Cat:CV
533.33 per night

More Details Contact Us

Ft. Lauderdale To San Juan
Fort Lauderdale, Florida to San Juan, Puerto Rico

from $705.82 (USD)

Per Person

Oct 31, 2025
through Nov 08, 2025

More offers from Royal Caribbean International

Nights: 8

Ship: Jewel of the Seas

Price Per Night:$88.23 (USD)
(based on double occupancy, for comparison only)

Oct 31, 2025 through Nov 08, 2025

Itinerary: Fort Lauderdale, Florida, Cruising, Labadee, Haiti, Cruising, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, Philipsburg, St. Maarten, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$705.82
Cat:ZI
88.23 per night

Outside

$759.82
Cat:YO
94.98 per night

Balcony

$1,067.82
Cat:XB
133.48 per night

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

Amazon & Caribbean Isles
Roundtrip from Miami

from $6,899.00 (USD)

Per Person

Nov 24, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 25

Ship: Insignia

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

Nov 24, 2026 through Dec 19, 2026

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

Other Categories Starting At:

Inside

$6,899.00
Cat:G
275.96 per night

Outside

$7,399.00
Cat:D
295.96 per night

Balcony

$10,599.00
Cat:B2
423.96 per night

Suite

$15,149.00
Cat:PH3
605.96 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,870.00 (USD)

Per Person

+ N/A taxes/fees

Feb 08, 2025
through Feb 15, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

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

Feb 08, 2025 through Feb 15, 2025

Itinerary: Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten

Other Categories Starting At:

Inside

$1,870.00
Cat:Category 6
267.14 per night

Outside

$2,160.00
Cat:Category 5
308.57 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Transatlantic Crossing And Caribbean Celebration, 21 Nights

from $3,659.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 13, 2026
through Jan 03, 2027

More offers from Cunard Line

Nights: 21

Ship: Queen Mary 2

Price Per Night:$174.24 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2026 through Jan 03, 2027

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

What could be better than Christmas spent in the Caribbean sunshine? This festive voyage offers days ashore to explore the likes of Dominica and Barbados, with plenty of festive cheer on board.

Other Categories Starting At:

Inside

$3,659.00
Cat:IF
174.24 per night

Outside

$4,939.00
Cat:EF
235.19 per night

Balcony

$5,979.00
Cat:DF
284.71 per night

Suite

$15,040.00
Cat:Q6
716.19 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,048.63 (USD)

Per Person

Apr 13, 2025
through Apr 21, 2025

More offers from Royal Caribbean International

Nights: 8

Ship: Rhapsody of The Seas

Price Per Night:$131.08 (USD)
(based on double occupancy, for comparison only)

Apr 13, 2025 through Apr 21, 2025

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

Other Categories Starting At:

Inside

$1,048.63
Cat:ZI
131.08 per night

Outside

$1,099.13
Cat:YO
137.39 per night

Balcony

$2,098.63
Cat:XB
262.33 per night

Suite

N/A

More Details Contact Us

11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US

from $2,099.00 (USD)

Per Person

+ $150.00 taxes/fees

Jan 03, 2026
through Jan 14, 2026

More offers from Holland America Line

Nights: 11

Ship: Koningsdam

Price Per Night:$190.82 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 14, 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...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

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

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,099.00 (USD)

Per Person

+ $79.00 taxes/fees

Jan 31, 2026
through Feb 14, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

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

Jan 31, 2026 through Feb 14, 2026

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

Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.

Other Categories Starting At:

Inside

N/A

Outside

$4,099.00
Cat:B
292.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Royal Clipper - 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

CLASSIC CARIBBEAN

from $2,299.00 (USD)

Per Person

+ $52.00 taxes/fees

Dec 07, 2025
through Dec 14, 2025

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

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

Dec 07, 2025 through Dec 14, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, 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

$2,299.00
Cat:B
328.43 per night

Balcony

N/A

Suite

$5,399.00
Cat:OS
771.29 per night

More Details Contact Us

Gliding the Waters of the Windward Islands

from $7,980.00 (USD)

Per Person

+ $390.00 taxes/fees

Jan 31, 2026
through Feb 07, 2026

More offers from Ponant

Nights: 7

Ship: Le Ponant

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

Jan 31, 2026 through Feb 07, 2026

Itinerary: Pointe-À-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing By Les Pitons, Soufrière, At Sea Aboard Le Ponant, Anses-D'arlet, Marie-Galante, Pointe-À-Pitre

Other Categories Starting At:

Inside

N/A

Outside

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

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,099.00 (USD)

Per Person

+ $79.00 taxes/fees

Feb 07, 2026
through Feb 21, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

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

Feb 07, 2026 through Feb 21, 2026

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Anse Mitan, Basseterre, Gustavia, Philipsburg, St. Maarten, St. John's, 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

$4,099.00
Cat:B
292.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Pearls of the Caribbean

from $5,400.00 (USD)

Per Person

+ $450.00 taxes/fees

Dec 20, 2025
through Dec 28, 2025

More offers from Ponant

Nights: 8

Ship: Le Bellot

Price Per Night:$675.00 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2025 through Dec 28, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,400.00
Cat:DEL
675.00 per night

Suite

$8,300.00
Cat:DS6
1,037.50 per night

More Details Contact Us

14-Day Yachtsman's Island Jewels
Philipsburg, Sint Maarten to Bridgetown, Barbados

from $7,904.00 (USD)

Per Person

+ $85.00 taxes/fees

Mar 07, 2026
through Mar 21, 2026

More offers from Seabourn Cruise Line

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$564.57 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2026 through Mar 21, 2026

Itinerary: St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados, Carambola Beach, Point-A-Pitre, Trois Ilets...

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

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $5,900.00 (USD)

Per Person

Dec 15, 2025
through Dec 22, 2025

More offers from Silversea Cruises

Nights: 7

Ship: Silver Spirit

Price Per Night:$842.86 (USD)
(based on double occupancy, for comparison only)

Dec 15, 2025 through Dec 22, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,900.00
Cat:VI
842.86 per night

More Details Contact Us

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

from $2,539.00 (USD)

Per Person

Nov 28, 2026
through Dec 12, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

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

Nov 28, 2026 through Dec 12, 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

$2,539.00
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

Old & New World Discovery
Venice to Miami

from $14,799.00 (USD)

Per Person

Oct 23, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 57

Ship: Insignia

Price Per Night:$259.63 (USD)
(based on double occupancy, for comparison only)

Oct 23, 2026 through Dec 19, 2026

Itinerary: Venice, Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples/Pompeii, Rome (Civitavecchia), Barcelona...

Other Categories Starting At:

Inside

$14,799.00
Cat:G
259.63 per night

Outside

$16,199.00
Cat:D
284.19 per night

Balcony

$22,899.00
Cat:B2
401.74 per night

Suite

$31,899.00
Cat:PH3
559.63 per night

More Details Contact Us

26-Day Crossing And Southern Caribbean
Barcelona, Spain to San Juan, Puerto Rico

from $9,434.00 (USD)

Per Person

+ $155.00 taxes/fees

Nov 18, 2025
through Dec 14, 2025

More offers from Seabourn Cruise Line

Nights: 26

Ship: Seabourn Ovation

Price Per Night:$362.85 (USD)
(based on double occupancy, for comparison only)

Nov 18, 2025 through Dec 14, 2025

Itinerary: Barcelona, Tangier, Carambola Beach, Tortola, San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau...

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

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

Leeward & Windward Gems
Roundtrip from Miami

from $2,999.00 (USD)

Per Person

Feb 06, 2026
through Feb 16, 2026

More offers from Oceania Cruises

Nights: 10

Ship: Nautica

Price Per Night:$299.90 (USD)
(based on double occupancy, for comparison only)

Feb 06, 2026 through Feb 16, 2026

Itinerary: Miami, Tortola, Basseterre, Roseau, St. John's, Philipsburg, Miami

Other Categories Starting At:

Inside

$2,999.00
Cat:G
299.90 per night

Outside

$3,399.00
Cat:D
339.90 per night

Balcony

$4,499.00
Cat:B2
449.90 per night

Suite

$5,899.00
Cat:PH3
589.90 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

Eastern Caribbean Voyage

from $2,639.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$188.50 (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...

Other Categories Starting At:

Inside

$2,639.00
Cat:11
188.50 per night

Outside

$2,959.00
Cat:08
211.36 per night

Balcony

$3,939.00
Cat:V3
281.36 per night

Suite

$6,589.00
Cat:N2
470.64 per night

More Details Contact Us

Southern Caribbean Cruise

from $945.94 (USD)

Per Person

Jan 30, 2027
through Feb 06, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$135.13 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2027 through Feb 06, 2027

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

Other Categories Starting At:

Inside

$945.94
Cat:Z
135.13 per night

Outside

$995.94
Cat:Y
142.28 per night

Balcony

$1,245.94
Cat:X
177.99 per night

Suite

$2,385.94
Cat:S1
340.85 per night

More Details Contact Us

WINDWARD ISLAND DELIGHTS

from $3,499.00 (USD)

Per Person

+ $17.00 taxes/fees

Feb 08, 2025
through Feb 15, 2025

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

Price Per Night:$499.86 (USD)
(based on double occupancy, for comparison only)

Feb 08, 2025 through Feb 15, 2025

Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Pigeon Island, 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.

Other Categories Starting At:

Inside

N/A

Outside

$3,499.00
Cat:B
499.86 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $695.82 (USD)

Per Person

Jan 24, 2026
through Jan 31, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Jewel of the Seas

Price Per Night:$99.40 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Jan 31, 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

Other Categories Starting At:

Inside

$695.82
Cat:ZI
99.40 per night

Outside

$810.32
Cat:YO
115.76 per night

Balcony

$1,118.32
Cat:XB
159.76 per night

Suite

N/A

More Details Contact Us

11-Day Eastern Caribbean Wayfarer
Roundtrip from Fort Lauderdale, Florida, US

from $2,214.00 (USD)

Per Person

+ $150.00 taxes/fees

Mar 22, 2025
through Apr 02, 2025

More offers from Holland America Line

Nights: 11

Ship: Eurodam

Price Per Night:$201.27 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2025 through Apr 02, 2025

Itinerary: Fort Lauderdale, 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...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

Pearls of the Caribbean

from $6,840.00 (USD)

Per Person

+ $450.00 taxes/fees

Dec 29, 2024
through Jan 06, 2025

More offers from Ponant

Nights: 8

Ship: Le Champlain

Price Per Night:$855.00 (USD)
(based on double occupancy, for comparison only)

Dec 29, 2024 through Jan 06, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,840.00
Cat:DEL
855.00 per night

Suite

$10,520.00
Cat:DS5
1,315.00 per night

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 19 Nights

from $2,769.00 (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:$145.74 (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

$2,769.00
Cat:IE
145.74 per night

Outside

N/A

Balcony

$3,864.00
Cat:DF
203.37 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise

from $955.07 (USD)

Per Person

Feb 06, 2027
through Feb 13, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$136.44 (USD)
(based on double occupancy, for comparison only)

Feb 06, 2027 through Feb 13, 2027

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$955.07
Cat:Z
136.44 per night

Outside

$1,005.07
Cat:Y
143.58 per night

Balcony

$1,255.07
Cat:X
179.30 per night

Suite

$2,395.07
Cat:S1
342.15 per night

More Details Contact Us

Southern Caribbean Intensive

from $1,340.70 (USD)

Per Person

Nov 17, 2026
through Nov 28, 2026

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Constellation

Price Per Night:$121.88 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2026 through Nov 28, 2026

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Castries, St. Lucia, St. George's, Grenada, Bridgetown, Barbados, Kingstown, St. Vincent, Fort- De- France, Martinique, Roseau, Dominica, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,340.70
Cat:Z
121.88 per night

Outside

$1,490.70
Cat:Y
135.52 per night

Balcony

$2,050.70
Cat:V3
186.43 per night

Suite

$4,080.70
Cat:S1
370.97 per night

More Details Contact Us

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys
Smithsonian Journeys

from $6,380.00 (USD)

Per Person

+ $450.00 taxes/fees

Jan 30, 2025
through Feb 07, 2025

More offers from Ponant

Nights: 8

Ship: Le Champlain

Price Per Night:$797.50 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2025 through Feb 07, 2025

Itinerary: Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Saint George's, Grenada, Bridgetown, Vieux Fort

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,380.00
Cat:DEL
797.50 per night

Suite

$9,630.00
Cat:DS4
1,203.75 per night

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 19 Nights

from $2,794.00 (USD)

Per Person

+ $7,629.00 taxes/fees

Nov 19, 2025
through Dec 08, 2025

More offers from Cunard Line

Nights: 19

Ship: Queen Mary 2

Price Per Night:$147.05 (USD)
(based on double occupancy, for comparison only)

Nov 19, 2025 through Dec 08, 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

Treat yourself to a little Caribbean sunshine on this 19-night voyage. Enjoy days relaxing on sandy beaches or exploring vibrant towns, and indulge in island delicacies like tropical fruits and rum.

Other Categories Starting At:

Inside

$2,794.00
Cat:IE
147.05 per night

Outside

$3,812.00
Cat:EF
200.63 per night

Balcony

$3,915.00
Cat:DF
206.05 per night

Suite

$9,789.00
Cat:P1
515.21 per night

More Details Contact Us

11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US

from $1,799.00 (USD)

Per Person

+ $155.00 taxes/fees

Dec 09, 2025
through Dec 20, 2025

More offers from Holland America Line

Nights: 11

Ship: Koningsdam

Price Per Night:$163.55 (USD)
(based on double occupancy, for comparison only)

Dec 09, 2025 through Dec 20, 2025

Itinerary: Fort Lauderdale, 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...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,133.10 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

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

Dec 19, 2026 through Dec 26, 2026

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

Other Categories Starting At:

Inside

$1,133.10
Cat:ZI
161.87 per night

Outside

$1,287.09
Cat:YO
183.87 per night

Balcony

$1,819.16
Cat:CB
259.88 per night

Suite

N/A

More Details Contact Us

Star Flyer - Leeward Islands 7 Nights

from $1,960.00 (USD)

Per Person

+ N/A taxes/fees

Jan 10, 2026
through Jan 17, 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 10, 2026 through Jan 17, 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

Southern Caribbean Cruise

from $1,362.90 (USD)

Per Person

Oct 18, 2025
through Oct 29, 2025

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Reflection

Price Per Night:$123.90 (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

$1,362.90
Cat:Z
123.90 per night

Outside

$1,500.90
Cat:Y
136.45 per night

Balcony

$2,127.40
Cat:X
193.40 per night

Suite

$5,345.40
Cat:AS
485.95 per night

More Details Contact Us

STAR COLLECTOR: WINDWARD TREASURES: AN ANTILLES ODYSSEY

from $10,899.00 (USD)

Per Person

+ $69.00 taxes/fees

Jan 18, 2025
through Feb 01, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

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

Jan 18, 2025 through Feb 01, 2025

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

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

More Details Contact Us

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys
Smithsonian Journeys

from $5,950.00 (USD)

Per Person

+ $450.00 taxes/fees

Feb 28, 2026
through Mar 08, 2026

More offers from Ponant

Nights: 8

Ship: Le Bellot

Price Per Night:$743.75 (USD)
(based on double occupancy, for comparison only)

Feb 28, 2026 through Mar 08, 2026

Itinerary: Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Saint George's, Grenada, Tobago Cays, Bridgetown, Vieux Fort

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,950.00
Cat:DEL
743.75 per night

Suite

$8,970.00
Cat:DS4
1,121.25 per night

More Details Contact Us

Transatlantic Crossing and Caribbean Celebration, 22 Nights

from $4,564.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 20, 2026
through Jan 11, 2027

More offers from Cunard Line

Nights: 22

Ship: Queen Mary 2

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

Dec 20, 2026 through Jan 11, 2027

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

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

Other Categories Starting At:

Inside

$4,564.00
Cat:IF
207.45 per night

Outside

$5,923.00
Cat:EF
269.23 per night

Balcony

$6,198.00
Cat:DF
281.73 per night

Suite

$15,485.00
Cat:P1
703.86 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $10,700.00 (USD)

Per Person

Dec 22, 2025
through Jan 05, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Spirit

Price Per Night:$764.29 (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

$10,700.00
Cat:VI
764.29 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Miami, Florida

from $1,368.13 (USD)

Per Person

Feb 06, 2025
through Feb 16, 2025

More offers from Royal Caribbean International

Nights: 10

Ship: Explorer of the Seas

Price Per Night:$136.81 (USD)
(based on double occupancy, for comparison only)

Feb 06, 2025 through Feb 16, 2025

Itinerary: Miami, Florida, Cruising, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Philipsburg, St. Maarten, Roseau, Dominica, St. Johns, Antigua, Basseterre, St Kitts & Nevis, Cruising, Miami, Florida

Other Categories Starting At:

Inside

$1,368.13
Cat:ZI
136.81 per night

Outside

N/A

Balcony

N/A

Suite

N/A

More Details Contact Us

Eastern Caribbean, 14 Nights (M506C)
Roundtrip from New York, New York

from $1,799.00 (USD)

Per Person

+ $11,868.00 taxes/fees

Mar 15, 2025
through Mar 29, 2025

More offers from Cunard Line

Nights: 14

Ship: Queen Mary 2

Price Per Night:$128.50 (USD)
(based on double occupancy, for comparison only)

Mar 15, 2025 through Mar 29, 2025

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

Sail round trip from New York to the palm-fringed beaches of the Caribbean on this 14-night voyage on Queen Mary 2. On board, fill your days with various activities, or perhaps do nothing at all.

Other Categories Starting At:

Inside

$1,799.00
Cat:IB
128.50 per night

Outside

$1,899.00
Cat:EF
135.64 per night

Balcony

$1,999.00
Cat:BV
142.79 per night

Suite

$6,799.00
Cat:P1
485.64 per night

More Details Contact Us

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.

Other Categories Starting At:

Inside

N/A

Outside

$6,799.00
Cat:TX
485.64 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

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

from $3,409.00 (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:$189.39 (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...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

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

from $4,969.00 (USD)

Per Person

+ $5,635.00 taxes/fees

Jan 11, 2027
through Feb 14, 2027

More offers from Cunard Line

Nights: 34

Ship: Queen Mary 2

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

Jan 11, 2027 through Feb 14, 2027

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

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

Other Categories Starting At:

Inside

$4,969.00
Cat:IF
146.15 per night

Outside

$7,569.00
Cat:EF
222.62 per night

Balcony

$7,869.00
Cat:DF
231.44 per night

Suite

$19,169.00
Cat:P2
563.79 per night

More Details Contact Us

Caribbean 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

Destination Page: Dominica2 (48 offers included)