Destination Page: Dominica2

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

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

Caribbean & Central America Cruise
Bridgetown to San Juan

from $5,400.00 (USD)

Per Person

Jan 20, 2027
through Jan 30, 2027

More offers from Silversea Cruises

Nights: 10

Ship: Silver Shadow

Price Per Night:$540.00 (USD)
(based on double occupancy, for comparison only)

Jan 20, 2027 through Jan 30, 2027

Itinerary: Bridgetown, Bequia, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy, Jost Van Dyke (British Virgin Islands)...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,400.00
Cat:VI
540.00 per night

More Details Contact Us

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

from $2,098.00 (USD)

Per Person

+ $265.00 taxes/fees

Mar 12, 2025
through Apr 02, 2025

More offers from Holland America Line

Nights: 21

Ship: Eurodam

Price Per Night:$99.90 (USD)
(based on double occupancy, for comparison only)

Mar 12, 2025 through Apr 02, 2025

Itinerary: Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea, Falmouth, Jamaica, Georgetown, Cayman Islands, Days At Sea, Belize City, Belize, Cozumel, Mexico, Days At Sea, Nassau, Bahamas...

Other Categories Starting At:

Inside

CALL

Outside

CALL

Balcony

CALL

Suite

CALL

More Details Contact Us

Ultimate Southern Caribbean

from $1,603.44 (USD)

Per Person

Jan 23, 2026
through Feb 02, 2026

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Ascent

Price Per Night:$160.34 (USD)
(based on double occupancy, for comparison only)

Jan 23, 2026 through Feb 02, 2026

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

Other Categories Starting At:

Inside

$1,823.44
Cat:I2
182.34 per night

Outside

$2,007.94
Cat:O2
200.79 per night

Balcony

$2,634.94
Cat:P2
263.49 per night

Suite

$5,768.44
Cat:MS
576.84 per night

More Details Contact Us

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

from $1,399.00 (USD)

Per Person

Nov 28, 2026
through Dec 05, 2026

More offers from Azamara

Nights: 7

Ship: Azamara Journey

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

Nov 28, 2026 through Dec 05, 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

Caribbean & Central America Cruise
Bridgetown to San Juan

from $7,200.00 (USD)

Per Person

Feb 16, 2027
through Feb 27, 2027

More offers from Silversea Cruises

Nights: 11

Ship: Silver Shadow

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

Feb 16, 2027 through Feb 27, 2027

Itinerary: Bridgetown, Bequia, St George's, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy...

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

A Journey of Calypso Rhythms and Coconut Breezes

from $3,710.00 (USD)

Per Person

Feb 14, 2025
through Feb 21, 2025

More offers from Explora Journeys

Nights: 7

Ship: Explora II

Price Per Night:$530.00 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2025 through Feb 21, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$3,710.00
Cat:OT1
530.00 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $3,699.00 (USD)

Per Person

+ $120.00 taxes/fees

Dec 07, 2025
through Dec 21, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)

Dec 07, 2025 through Dec 21, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...

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

Other Categories Starting At:

Inside

N/A

Outside

$3,699.00
Cat:B
264.21 per night

Balcony

N/A

Suite

$9,799.00
Cat:OS
699.93 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

Footsteps of Columbus
Barcelona to Miami

from $11,899.00 (USD)

Per Person

Nov 02, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 47

Ship: Insignia

Price Per Night:$253.17 (USD)
(based on double occupancy, for comparison only)

Nov 02, 2026 through Dec 19, 2026

Itinerary: Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria...

Other Categories Starting At:

Inside

$11,899.00
Cat:G
253.17 per night

Outside

$13,099.00
Cat:D
278.70 per night

Balcony

$18,099.00
Cat:B2
385.09 per night

Suite

$25,199.00
Cat:PH3
536.15 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

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,199.00 (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:$299.93 (USD)
(based on double occupancy, for comparison only)

Feb 28, 2026 through Mar 14, 2026

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, 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

$4,199.00
Cat:B
299.93 per night

Balcony

N/A

Suite

$10,299.00
Cat:OS
735.64 per night

More Details Contact Us

Idyllic West Indies
Roundtrip from Miami

from $4,399.00 (USD)

Per Person

Apr 08, 2025
through Apr 19, 2025

More offers from Oceania Cruises

Nights: 11

Ship: Vista

Price Per Night:$399.91 (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

$4,399.00
Cat:B5
399.91 per night

Suite

N/A

More Details Contact Us

The Essential of the Caribbean

from $8,880.00 (USD)

Per Person

+ $670.00 taxes/fees

Jan 06, 2025
through Jan 18, 2025

More offers from Ponant

Nights: 12

Ship: Le Champlain

Price Per Night:$740.00 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2025 through Jan 18, 2025

Itinerary: Fort-De-France, South Friars Bay, Saint-Kitts, Marigot, Tortola, Antigua, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Mayreau Island...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$8,880.00
Cat:DEL
740.00 per night

Suite

$14,540.00
Cat:DS4
1,211.67 per night

More Details Contact Us

Holiday Havens
Roundtrip from Miami

from $6,699.00 (USD)

Per Person

Dec 21, 2025
through Jan 04, 2026

More offers from Oceania Cruises

Nights: 14

Ship: Allura

Price Per Night:$478.50 (USD)
(based on double occupancy, for comparison only)

Dec 21, 2025 through Jan 04, 2026

Itinerary: Miami, Oranjestad, Willemstad, Kralendijk, St. George's, Bridgetown, Kingstown, Roseau, St. John's, Philipsburg...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,699.00
Cat:B4
478.50 per night

Suite

N/A

More Details Contact Us

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

from $1,699.00 (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:$121.36 (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

$1,699.00
Cat:IF
121.36 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

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

Royal Clipper - Windward Islands 7 Nights

from $2,020.00 (USD)

Per Person

+ N/A taxes/fees

Mar 07, 2026
through Mar 14, 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 07, 2026 through Mar 14, 2026

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

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

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

Best Of Southern Caribbean

from $1,768.97 (USD)

Per Person

Apr 19, 2027
through Apr 30, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$160.82 (USD)
(based on double occupancy, for comparison only)

Apr 19, 2027 through Apr 30, 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

$1,935.47
Cat:I2
175.95 per night

Outside

$2,265.47
Cat:O2
205.95 per night

Balcony

$3,089.47
Cat:P2
280.86 per night

Suite

$7,136.97
Cat:MS
648.82 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

21-Day Eastern & Southern Caribbean: Leeward & Abc Islands
Roundtrip from Miami, Florida, US

from $3,824.00 (USD)

Per Person

+ $275.00 taxes/fees

Mar 14, 2026
through Apr 04, 2026

More offers from Holland America Line

Nights: 21

Ship: Zuiderdam

Price Per Night:$182.10 (USD)
(based on double occupancy, for comparison only)

Mar 14, 2026 through Apr 04, 2026

Itinerary: Miami, 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

Star Flyer - 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

The Colors Of Carnival
24 nights on board Seven Seas Splendor

from $14,199.00 (USD)

Per Person

Feb 17, 2026
through Mar 13, 2026

More offers from Regent Seven Seas Cruises

Nights: 24

Ship: Seven Seas Splendor

Price Per Night:$591.63 (USD)
(based on double occupancy, for comparison only)

Feb 17, 2026 through Mar 13, 2026

Itinerary: Buenos Aires, Punta Del Este, Rio Grande, Cruising The Coast Of Brazil, Porto Belo, Santos, Buzios, Rio De Janeiro, Cabo Frio, Cruising The Coast Of Brazil...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$14,199.00
Cat:H
591.63 per night

More Details Contact Us

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

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

CLASSIC CARIBBEAN

from $3,199.00 (USD)

Per Person

+ $52.00 taxes/fees

Mar 15, 2025
through Mar 22, 2025

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

Price Per Night:$457.00 (USD)
(based on double occupancy, for comparison only)

Mar 15, 2025 through Mar 22, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, 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

$3,199.00
Cat:B
457.00 per night

Balcony

N/A

Suite

$6,499.00
Cat:OS
928.43 per night

More Details Contact Us

Southern Caribbean
Roundtrip from Baltimore, Maryland

from $1,238.21 (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:$103.18 (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

$1,238.21
Cat:ZI
103.18 per night

Outside

$1,518.21
Cat:YO
126.52 per night

Balcony

N/A

Suite

N/A

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

Barefoot Reverie
10 nights on board Seven Seas Navigator

from $8,999.00 (USD)

Per Person

Jan 20, 2025
through Jan 30, 2025

More offers from Regent Seven Seas Cruises

Nights: 10

Ship: Seven Seas Navigator

Price Per Night:$899.90 (USD)
(based on double occupancy, for comparison only)

Jan 20, 2025 through Jan 30, 2025

Itinerary: San Juan, St. George's, Kingstown, Roseau, Gustavia, St. John's, Pointe A Pitre, Fort De France, Basseterre, San Juan

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,999.00
Cat:B
899.90 per night

More Details Contact Us

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

from $3,421.00 (USD)

Per Person

+ $245.00 taxes/fees

Dec 27, 2025
through Jan 14, 2026

More offers from Holland America Line

Nights: 18

Ship: Koningsdam

Price Per Night:$190.06 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 14, 2026

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

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Inside

CALL

Outside

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Balcony

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Suite

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Iridescent Isles & Inlets
Roundtrip from Miami

from $8,299.00 (USD)

Per Person

Feb 19, 2025
through Mar 09, 2025

More offers from Oceania Cruises

Nights: 18

Ship: Vista

Price Per Night:$461.06 (USD)
(based on double occupancy, for comparison only)

Feb 19, 2025 through Mar 09, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$8,299.00
Cat:A3
461.06 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $954.43 (USD)

Per Person

Jan 30, 2027
through Feb 06, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$136.35 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2027 through Feb 06, 2027

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

Other Categories Starting At:

Inside

$975.87
Cat:4V
139.41 per night

Outside

$954.43
Cat:YO
136.35 per night

Balcony

$1,493.37
Cat:2D
213.34 per night

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

Transatlantic Crossing and Eastern Caribbean, 28 Nights

from $4,181.00 (USD)

Per Person

+ $8,283.00 taxes/fees

Nov 17, 2025
through Dec 15, 2025

More offers from Cunard Line

Nights: 28

Ship: Queen Mary 2

Price Per Night:$149.32 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2025 through Dec 15, 2025

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

Succumb to the pace of island life on this 28-night voyage that calls in the Caribbean. Enjoy days filled with sunshine as you explore ports including Bridgetown in Barbados and Roseau in Dominica.

Other Categories Starting At:

Inside

$4,181.00
Cat:IF
149.32 per night

Outside

$5,861.00
Cat:EF
209.32 per night

Balcony

$6,037.00
Cat:DF
215.61 per night

Suite

$15,171.00
Cat:P2
541.82 per night

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:DS4
1,021.00 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Baltimore, Maryland

from $1,022.33 (USD)

Per Person

Nov 29, 2025
through Dec 11, 2025

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$85.19 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 11, 2025

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

$1,022.33
Cat:3V
85.19 per night

Outside

$1,276.83
Cat:3N
106.40 per night

Balcony

$2,072.33
Cat:3B
172.69 per night

Suite

N/A

More Details Contact Us

7-Day Caribbean Gems
Roundtrip from Bridgetown, Barbados

from $4,376.00 (USD)

Per Person

+ $50.00 taxes/fees

Mar 14, 2026
through Mar 21, 2026

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$625.14 (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.

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Inside

CALL

Outside

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Balcony

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Suite

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The Essential of the Caribbean

from $9,870.00 (USD)

Per Person

+ $670.00 taxes/fees

Jan 18, 2025
through Jan 30, 2025

More offers from Ponant

Nights: 12

Ship: Le Champlain

Price Per Night:$822.50 (USD)
(based on double occupancy, for comparison only)

Jan 18, 2025 through Jan 30, 2025

Itinerary: Fort-De-France, Union Island, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, South Friars Bay, Saint-Kitts...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$9,870.00
Cat:DEL
822.50 per night

Suite

$15,200.00
Cat:DS4
1,266.67 per night

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Bridgetown

from $6,000.00 (USD)

Per Person

Feb 28, 2027
through Mar 07, 2027

More offers from Silversea Cruises

Nights: 7

Ship: Silver Spirit

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

Feb 28, 2027 through Mar 07, 2027

Itinerary: Bridgetown, Castries, Gustavia, St Barthelemy, Basseterre, St. Kitts, Deshaies, Roseau, Bequia, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,000.00
Cat:VI
857.14 per night

More Details Contact Us

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

from $3,916.00 (USD)

Per Person

+ $265.00 taxes/fees

Feb 14, 2026
through Mar 07, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$186.48 (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...

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Inside

CALL

Outside

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Balcony

CALL

Suite

CALL

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Star Flyer - 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

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

A Grand Journey Through Caribbean Serenity and Tropical Treasures

from $7,160.00 (USD)

Per Person

Feb 05, 2026
through Feb 20, 2026

Caribbean Serenity and Tropical Treasures

More offers from Explora Journeys

Nights: 15

Ship: Explora I

Price Per Night:$477.33 (USD)
(based on double occupancy, for comparison only)

Feb 05, 2026 through Feb 20, 2026

Itinerary: San Juan, Tortola/Road Town, St. John's (Antigua), Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Saint-Pierre...

Sail from San Juan to roam among charming coves and linger by crystal-glass waters in Tortola and Antigua. Gustavia offers French-Caribbean chic before you relax in Anguilla's Road Bay. Pausing in lively Miami, cross the azure waves to Puerto Plata's golden sands, then discover Roseau's tropical rainforests, Bridgetown's rich culture and the scenic coastline of Les Trois-Îlets. The vibrant markets and verdant hills of Basseterre welcome you before we return to the colourful streets of San Juan.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,160.00
Cat:OT1
477.33 per night

More Details Contact Us

Colorful Caribbean Shores
14 nights on board Seven Seas Grandeur

from $9,999.00 (USD)

Per Person

Mar 05, 2025
through Mar 19, 2025

More offers from Regent Seven Seas Cruises

Nights: 14

Ship: Seven Seas Grandeur

Price Per Night:$714.21 (USD)
(based on double occupancy, for comparison only)

Mar 05, 2025 through Mar 19, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,999.00
Cat:G2
714.21 per night

More Details Contact Us

Southern Caribbean Cruise

from $945.94 (USD)

Per Person

Nov 28, 2026
through Dec 05, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$135.13 (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

$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

Transatlantic Crossing and Eastern Caribbean, 26 Nights

from $3,733.00 (USD)

Per Person

+ $7,329.00 taxes/fees

Nov 19, 2025
through Dec 15, 2025

More offers from Cunard Line

Nights: 26

Ship: Queen Mary 2

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

Nov 19, 2025 through Dec 15, 2025

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

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

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Inside

$3,733.00
Cat:IE
143.58 per night

Outside

$5,003.00
Cat:EF
192.42 per night

Balcony

$5,421.00
Cat:DB
208.50 per night

Suite

$13,703.00
Cat:P1
527.04 per night

More Details Contact Us

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 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

Destination Page: Dominica2 (50 offers included)