Destination Page: Dominica2

West Indies Explorer
Roundtrip from San Juan

from $3,399.00 (USD)

Per Person

Dec 19, 2025
through Dec 29, 2025

More offers from Viking Ocean Cruises

Nights: 10

Ship: Viking Sea

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

Dec 19, 2025 through Dec 29, 2025

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

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,399.00
Cat:DV5
339.90 per night

Suite

$5,499.00
Cat:PS3
549.90 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,870.00 (USD)

Per Person

+ N/A taxes/fees

Mar 08, 2025
through Mar 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)

Mar 08, 2025 through Mar 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

An Extended Journey to Colourful Caribbean Wonders

from $7,800.00 (USD)

Per Person

Dec 05, 2025
through Dec 22, 2025

More offers from Explora Journeys

Nights: 17

Ship: Explora II

Price Per Night:$458.82 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2025 through Dec 22, 2025

Itinerary: Miami, Charlotte Amalie (Saint Thomas), Pointe-Ã -Pitre, Roseau, Castries, St. George's (Grenada), Kingstown, Bridgetown, Bequia, Port of Spain...

As we glide from Sur de la Florida to the river reeds of Roseau, witness volcanoes snoozing beneath their blankets of thick rainforest. Onwards through Castries’ lush landscapes to the rainbow-flowered gardens of Kingstown and the enchantment of crystalline waters and bright birdlife in Barbados, Trinidad and the British Virgin Islands.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,800.00
Cat:OT1
458.82 per night

More Details Contact Us

Southern Caribbean
Roundtrip from Baltimore, Maryland

from $1,253.71 (USD)

Per Person

Mar 29, 2025
through Apr 10, 2025

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$104.48 (USD)
(based on double occupancy, for comparison only)

Mar 29, 2025 through Apr 10, 2025

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

Other Categories Starting At:

Inside

$1,253.71
Cat:ZI
104.48 per night

Outside

$1,493.21
Cat:YO
124.43 per night

Balcony

N/A

Suite

N/A

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

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $772.73 (USD)

Per Person

Nov 07, 2026
through Nov 14, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$110.39 (USD)
(based on double occupancy, for comparison only)

Nov 07, 2026 through Nov 14, 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

$772.73
Cat:ZI
110.39 per night

Outside

$872.73
Cat:YO
124.68 per night

Balcony

$1,209.23
Cat:XB
172.75 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $929.89 (USD)

Per Person

Nov 14, 2026
through Nov 21, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$132.84 (USD)
(based on double occupancy, for comparison only)

Nov 14, 2026 through Nov 21, 2026

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

Other Categories Starting At:

Inside

$951.33
Cat:4V
135.90 per night

Outside

$929.89
Cat:YO
132.84 per night

Balcony

$1,467.39
Cat:2D
209.63 per night

Suite

N/A

More Details Contact Us

Royal Clipper - 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

Roseau Valley Treasures

from $65.00 (USD)

Per Person

Jan 04, 2025
through May 03, 2026

More offers from Shore Excursions Group

Jan 04, 2025 through May 03, 2026

Really experience this Eco island as you swim in the Titou Gorge, hike to Trafalgar Falls and snorkel the Champagne Reef.

More Details Contact Us

Gliding the Waters of the Windward Islands

from $10,370.00 (USD)

Per Person

+ $390.00 taxes/fees

Feb 15, 2025
through Feb 22, 2025

More offers from Ponant

Nights: 7

Ship: Le Ponant

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

Feb 15, 2025 through Feb 22, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

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

Balcony

N/A

Suite

N/A

More Details Contact Us

The Essentials of the Caribbean

from $6,250.00 (USD)

Per Person

+ $560.00 taxes/fees

Jan 19, 2026
through Jan 29, 2026

More offers from Ponant

Nights: 10

Ship: Le Bellot

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

Jan 19, 2026 through Jan 29, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,250.00
Cat:DEL
625.00 per night

Suite

$10,210.00
Cat:DS5
1,021.00 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Fort Lauderdale

from $7,200.00 (USD)

Per Person

Jan 05, 2026
through Jan 16, 2026

More offers from Silversea Cruises

Nights: 11

Ship: Silver Spirit

Price Per Night:$654.55 (USD)
(based on double occupancy, for comparison only)

Jan 05, 2026 through Jan 16, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,200.00
Cat:VI
654.55 per night

More Details Contact Us

21-Day Eastern Caribbean Wayfarer / Western Explorer
Roundtrip from Fort Lauderdale

from $2,259.00 (USD)

Per Person

+ $265.00 taxes/fees

Mar 01, 2025
through Mar 22, 2025

More offers from Holland America Line

Nights: 21

Ship: Eurodam

Price Per Night:$107.57 (USD)
(based on double occupancy, for comparison only)

Mar 01, 2025 through Mar 22, 2025

Itinerary: Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Point-A-Pitre, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

Category N - Flash Special: Book by Sunday 01/05/2025

More Details Contact Us

Gliding the Waters of the Windward Islands

from $8,500.00 (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:$1,214.29 (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

$8,500.00
Cat:MG
1,214.29 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:DS5
1,037.50 per night

More Details Contact Us

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

from $9,264.00 (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:$356.31 (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

Bridgetown to Fort Lauderdale, Florida

from $9,700.00 (USD)

Per Person

Jan 26, 2026
through Feb 12, 2026

More offers from Silversea Cruises

Nights: 17

Ship: Silver Spirit

Price Per Night:$570.59 (USD)
(based on double occupancy, for comparison only)

Jan 26, 2026 through Feb 12, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,700.00
Cat:CV
570.59 per night

More Details Contact Us

Circle South America
Miami to San Diego

from $22,249.00 (USD)

Per Person

Jan 06, 2026
through Mar 07, 2026

More offers from Oceania Cruises

Nights: 60

Ship: Vista

Price Per Night:$370.82 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2026 through Mar 07, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$24,599.00
Cat:A2
409.98 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Holiday

from $1,115.94 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$159.42 (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

$1,115.94
Cat:Z
159.42 per night

Outside

$1,195.94
Cat:Y
170.85 per night

Balcony

$1,495.94
Cat:X
213.71 per night

Suite

$3,595.94
Cat:S1
513.71 per night

More Details Contact Us

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

from $1,498.00 (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:$136.18 (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

Eastern Caribbean, 29 Nights (M506)
Roundtrip from London (Southampton), England

from $4,359.00 (USD)

Per Person

+ $11,941.00 taxes/fees

Mar 08, 2025
through Apr 06, 2025

More offers from Cunard Line

Nights: 29

Ship: Queen Mary 2

Price Per Night:$150.31 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2025 through Apr 06, 2025

Itinerary: London (Southampton), England, 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...

Enjoy sea days feeling completely relaxed and at ease on Queen Mary 2 as she sails west from Southampton to New York before continuing to the sun-kissed, welcoming shores of the Caribbean.

Other Categories Starting At:

Inside

$4,359.00
Cat:IF
150.31 per night

Outside

$5,559.00
Cat:EF
191.69 per night

Balcony

$5,469.00
Cat:BZ
188.59 per night

Suite

$46,309.00
Cat:Q2
1,596.86 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, Pigeon Island, Roseau, Anse Mitan, Les Saintes, 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

Windward Islands 7 Nights

from $1,930.00 (USD)

Per Person

+ N/A taxes/fees

Jan 11, 2025
through Jan 18, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

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

Jan 11, 2025 through Jan 18, 2025

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

Other Categories Starting At:

Inside

$1,930.00
Cat:Category 6
275.71 per night

Outside

$2,170.00
Cat:Category 5
310.00 per night

Balcony

N/A

Suite

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

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Baltimore, Maryland

from $1,194.67 (USD)

Per Person

Apr 18, 2026
through Apr 30, 2026

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

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

Apr 18, 2026 through Apr 30, 2026

Itinerary: Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Fort- De- France, Martinique, Roseau, Dominica, Philipsburg, St. Maarten, Cruising, Baltimore, Maryland

Other Categories Starting At:

Inside

$1,194.67
Cat:ZI
99.56 per night

Outside

$1,614.67
Cat:YO
134.56 per night

Balcony

$2,852.17
Cat:XB
237.68 per night

Suite

N/A

More Details Contact Us

East to Ancient Worlds
Miami to Athens (Piraeus)

from $11,699.00 (USD)

Per Person

Apr 04, 2026
through May 07, 2026

More offers from Oceania Cruises

Nights: 33

Ship: Allura

Price Per Night:$354.52 (USD)
(based on double occupancy, for comparison only)

Apr 04, 2026 through May 07, 2026

Itinerary: Miami, San Juan, Basseterre, Castries, Roseau, Charlotte Amalie, Miami, Great Stirrup Cay, Royal Naval Dockyard, Ponta Delgada (Azores)...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$11,699.00
Cat:B3
354.52 per night

Suite

N/A

More Details Contact Us

Eastern Caribbean Voyage

from $1,369.00 (USD)

Per Person

Dec 13, 2025
through Dec 19, 2025

More offers from Azamara

Nights: 6

Ship: Azamara Quest

Price Per Night:$228.17 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 19, 2025

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

Other Categories Starting At:

Inside

$1,369.00
Cat:10
228.17 per night

Outside

$1,419.00
Cat:08
236.50 per night

Balcony

$1,719.00
Cat:V3
286.50 per night

Suite

$2,669.00
Cat:N2
444.83 per night

More Details Contact Us

Eastern Caribbean Voyage

from $2,679.00 (USD)

Per Person

Nov 15, 2025
through Nov 29, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$191.36 (USD)
(based on double occupancy, for comparison only)

Nov 15, 2025 through Nov 29, 2025

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

$2,679.00
Cat:12
191.36 per night

Outside

$3,329.00
Cat:08
237.79 per night

Balcony

$4,769.00
Cat:P3
340.64 per night

Suite

$6,289.00
Cat:N2
449.21 per night

More Details Contact Us

Eastern Caribbean Voyage

from $2,799.00 (USD)

Per Person

Nov 22, 2025
through Dec 06, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$199.93 (USD)
(based on double occupancy, for comparison only)

Nov 22, 2025 through Dec 06, 2025

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

Other Categories Starting At:

Inside

$2,799.00
Cat:12
199.93 per night

Outside

$3,329.00
Cat:08
237.79 per night

Balcony

$3,959.00
Cat:V2
282.79 per night

Suite

$6,089.00
Cat:N2
434.93 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,870.00 (USD)

Per Person

+ N/A taxes/fees

Mar 22, 2025
through Mar 29, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

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

Mar 22, 2025 through Mar 29, 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

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $797.82 (USD)

Per Person

Jan 31, 2027
through Feb 07, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

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

Jan 31, 2027 through Feb 07, 2027

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

Other Categories Starting At:

Inside

$797.82
Cat:ZI
113.97 per night

Outside

$897.82
Cat:YO
128.26 per night

Balcony

$1,235.32
Cat:XB
176.47 per night

Suite

N/A

More Details Contact Us

WINDWARD ISLAND DELIGHTS

from $2,899.00 (USD)

Per Person

+ $17.00 taxes/fees

Dec 28, 2025
through Jan 04, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

Price Per Night:$414.14 (USD)
(based on double occupancy, for comparison only)

Dec 28, 2025 through Jan 04, 2026

Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Mayreau, Anse Mitan, 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

$2,899.00
Cat:B
414.14 per night

Balcony

N/A

Suite

N/A

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.

Other Categories Starting At:

Inside

N/A

Outside

$2,599.00
Cat:B
371.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Star Flyer - Leeward Islands 7 Nights

from $1,960.00 (USD)

Per Person

+ N/A taxes/fees

Nov 29, 2025
through Dec 06, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

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

Nov 29, 2025 through Dec 06, 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

$1,960.00
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

Royal Clipper - Windward Islands 7 Nights

from $2,020.00 (USD)

Per Person

+ N/A taxes/fees

Feb 21, 2026
through Feb 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)

Feb 21, 2026 through Feb 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

Windward Islands 7 Nights

from $1,930.00 (USD)

Per Person

+ N/A taxes/fees

Jan 25, 2025
through Feb 01, 2025

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

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

Jan 25, 2025 through Feb 01, 2025

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

Other Categories Starting At:

Inside

$1,930.00
Cat:Category 6
275.71 per night

Outside

$2,170.00
Cat:Category 5
310.00 per night

Balcony

N/A

Suite

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

More Details Contact Us

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, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. 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

Caribbean Cruise: San Juan, St. Lucia & St. Kitts

from $2,549.00 (USD)

Per Person

Nov 07, 2026
through Nov 21, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

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

Nov 07, 2026 through Nov 21, 2026

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

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

Call of the Amazon
Roundtrip from Miami

from $6,499.00 (USD)

Per Person

Nov 12, 2025
through Dec 07, 2025

More offers from Oceania Cruises

Nights: 25

Ship: Insignia

Price Per Night:$259.96 (USD)
(based on double occupancy, for comparison only)

Nov 12, 2025 through Dec 07, 2025

Itinerary: Miami, St. John's, Castries, St. George's, Scarborough, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River)...

Other Categories Starting At:

Inside

$6,499.00
Cat:G
259.96 per night

Outside

$7,099.00
Cat:D
283.96 per night

Balcony

$10,849.00
Cat:A3
433.96 per night

Suite

$14,599.00
Cat:PH3
583.96 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

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

Eastern Caribbean Voyage

from $3,369.00 (USD)

Per Person

Nov 29, 2025
through Dec 13, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$240.64 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 13, 2025

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

$3,369.00
Cat:10
240.64 per night

Outside

$3,519.00
Cat:08
251.36 per night

Balcony

$3,989.00
Cat:V3
284.93 per night

Suite

$6,099.00
Cat:N2
435.64 per night

More Details Contact Us

Caribbean & Central America Cruise
Fort Lauderdale to Fort Lauderdale

from $9,600.00 (USD)

Per Person

Dec 22, 2025
through Jan 05, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Dawn

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

Dec 22, 2025 through Jan 05, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,600.00
Cat:VI
685.71 per night

More Details Contact Us

Antigua, St. Kitts & St. Thomas

from $1,606.65 (USD)

Per Person

Feb 19, 2027
through Feb 28, 2027

More offers from Celebrity Cruises

Nights: 9

Ship: Celebrity Eclipse

Price Per Night:$178.52 (USD)
(based on double occupancy, for comparison only)

Feb 19, 2027 through Feb 28, 2027

Itinerary: Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, Charlotte Amalie, St. Thomas, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,606.65
Cat:Z
178.52 per night

Outside

$1,656.65
Cat:Y
184.07 per night

Balcony

$1,756.65
Cat:X
195.18 per night

Suite

$4,656.65
Cat:W
517.41 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

CLASSIC CARIBBEAN

from $2,499.00 (USD)

Per Person

+ $52.00 taxes/fees

Feb 28, 2026
through Mar 07, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

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

Feb 28, 2026 through Mar 07, 2026

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

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

Other Categories Starting At:

Inside

N/A

Outside

$2,499.00
Cat:B
357.00 per night

Balcony

N/A

Suite

$5,599.00
Cat:OS
799.86 per night

More Details Contact Us

Star Flyer - Leeward Islands 7 Nights

from $1,960.00 (USD)

Per Person

+ N/A taxes/fees

Feb 21, 2026
through Feb 28, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

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

Feb 21, 2026 through Feb 28, 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

STAR COLLECTOR: CARIBBEAN BEATS & TRANSATLANTIC TREATS

from $4,099.00 (USD)

Per Person

+ $43.00 taxes/fees

Mar 21, 2026
through Apr 12, 2026

More offers from Windstar Cruises

Nights: 22

Ship: Wind Spirit

Price Per Night:$186.32 (USD)
(based on double occupancy, for comparison only)

Mar 21, 2026 through Apr 12, 2026

Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown, Lisbon

Unwind during this pleasant 22-day transatlantic crossing that includes Caribbean islands before you head to Portugal. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life.

Other Categories Starting At:

Inside

N/A

Outside

$4,099.00
Cat:B
186.32 per night

Balcony

N/A

Suite

N/A

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

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

$7,198.00
Cat:PS3
514.14 per night

More Details Contact Us

Idyllic West Indies
Roundtrip from Miami

from $4,849.00 (USD)

Per Person

Apr 08, 2025
through Apr 19, 2025

More offers from Oceania Cruises

Nights: 11

Ship: Vista

Price Per Night:$440.82 (USD)
(based on double occupancy, for comparison only)

Apr 08, 2025 through Apr 19, 2025

Itinerary: Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Bridgetown, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,249.00
Cat:A4
477.18 per night

Suite

N/A

More Details Contact Us

Destination Page: Dominica2 (50 offers included)