Destination Page: Dominica2

Ultimate Southern Caribbean

from $1,749.31 (USD)

Per Person

Feb 05, 2027
through Feb 15, 2027

More offers from Celebrity Cruises

Feb 05, 2027 through Feb 15, 2027

Nights: 10

Ship: Celebrity Ascent

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

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

Other Categories Starting At:

Inside

$1,914.31
Cat: I2

Outside

$2,024.31
Cat: O2

Balcony

$2,467.31
Cat: P2

Suite

$6,874.31
Cat: MS

More Details Contact Us

Star Flyer - Leeward Islands 7 Nights

from $1,730.00 (USD)

Per Person

+ $235.00 taxes/fees

Feb 21, 2026
through Feb 28, 2026

More offers from Star Clippers

Feb 21, 2026 through Feb 28, 2026

Nights: 7

Ship: Star Flyer

Price Per Night:$247.14 (USD)
(based on double occupancy, for comparison only)

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

$1,730.00
Cat: Category 6

Outside

$2,030.00
Cat: Category 5

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,099.00 (USD)

Per Person

+ $120.00 taxes/fees

Mar 15, 2025
through Mar 29, 2025

More offers from Windstar Cruises

Mar 15, 2025 through Mar 29, 2025

Nights: 14

Ship: Wind Surf

Price Per Night:$364.21 (USD)
(based on double occupancy, for comparison only)

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

$5,099.00
Cat: B

Balcony

N/A

Suite

$11,399.00
Cat: OS

More Details Contact Us

West Indies Explorer

from $3,799.00 (USD)

Per Person

Jan 05, 2027
through Jan 15, 2027

More offers from Viking Ocean Cruises

Jan 05, 2027 through Jan 15, 2027

Nights: 10

Ship: Viking Sea

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

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

Suite

$6,499.00
Cat: PS3

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

Jan 06, 2025 through Jan 18, 2025

Nights: 12

Ship: Le Champlain

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

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

Suite

$14,540.00
Cat: DS4

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

Dec 29, 2024 through Jan 06, 2025

Nights: 8

Ship: Le Champlain

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

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

Suite

$10,520.00
Cat: DS6

More Details Contact Us

An Extended Journey of Central American Jungles and Caribbean Isles

from $7,310.00 (USD)

Per Person

Feb 04, 2025
through Feb 21, 2025

More offers from Explora Journeys

Feb 04, 2025 through Feb 21, 2025

Nights: 17

Ship: Explora II

Price Per Night:$430.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Key West, Cayman Brac, Cozumel, Costa Maya, Merida (Progreso), Miami, Road Bay, Roseau, Basse-Terre...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,310.00
Cat: OT1

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

Feb 06, 2027 through Feb 13, 2027

Nights: 7

Ship: Celebrity Constellation

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

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

Outside

$1,005.07
Cat: Y

Balcony

$1,255.07
Cat: X

Suite

$2,395.07
Cat: S1

More Details Contact Us

CLASSIC CARIBBEAN

from $3,439.00 (USD)

Per Person

+ $52.00 taxes/fees

Feb 08, 2025
through Feb 15, 2025

More offers from Windstar Cruises

Feb 08, 2025 through Feb 15, 2025

Nights: 7

Ship: Wind Surf

Price Per Night:$491.29 (USD)
(based on double occupancy, for comparison only)

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

$3,439.00
Cat: BX

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: BLUE SEAS OF THE WINDWARD ISLANDS

from $4,099.00 (USD)

Per Person

+ $34.00 taxes/fees

Mar 07, 2026
through Mar 21, 2026

More offers from Windstar Cruises

Mar 07, 2026 through Mar 21, 2026

Nights: 14

Ship: Wind Spirit

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

Itinerary: Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown, Pigeon Island, The Pitons, Castries...

The Windward Islands will enchant you with their natural beauty – dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage you’ll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See nature’s artistry in the lush green volcanic pitons of St.

Other Categories Starting At:

Inside

N/A

Outside

$4,099.00
Cat: B

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

Apr 18, 2026 through Apr 30, 2026

Nights: 12

Ship: Vision of the Seas

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

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

Outside

$1,614.67
Cat: YO

Balcony

$2,852.17
Cat: XB

Suite

N/A

More Details Contact Us

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

from $3,419.00 (USD)

Per Person

+ $265.00 taxes/fees

Mar 01, 2025
through Mar 22, 2025

More offers from Holland America Line

Mar 01, 2025 through Mar 22, 2025

Nights: 21

Ship: Eurodam

Price Per Night:$162.81 (USD)
(based on double occupancy, for comparison only)

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

$3,419.00
Cat: N

Outside

$3,589.00
Cat: HH

Balcony

$4,579.00
Cat: VH

Suite

N/A

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

Jan 31, 2026 through Feb 14, 2026

Nights: 14

Ship: Wind Spirit

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

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

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

Feb 17, 2026 through Mar 13, 2026

Nights: 24

Ship: Seven Seas Splendor

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

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

More Details Contact Us

STAR COLLECTOR: WINDWARD TREASURES: AN ANTILLES ODYSSEY

from $4,799.00 (USD)

Per Person

+ $69.00 taxes/fees

Dec 07, 2024
through Dec 21, 2024

More offers from Windstar Cruises

Dec 07, 2024 through Dec 21, 2024

Nights: 14

Ship: Wind Spirit

Price Per Night:$342.79 (USD)
(based on double occupancy, for comparison only)

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

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.

Other Categories Starting At:

Inside

N/A

Outside

$4,799.00
Cat: A

Balcony

N/A

Suite

N/A

More Details Contact Us

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

from $2,144.00 (USD)

Per Person

+ $150.00 taxes/fees

Jan 03, 2026
through Jan 14, 2026

More offers from Holland America Line

Jan 03, 2026 through Jan 14, 2026

Nights: 11

Ship: Koningsdam

Price Per Night:$194.91 (USD)
(based on double occupancy, for comparison only)

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

$2,144.00
Cat: N

Outside

$2,644.00
Cat: F

Balcony

$2,894.00
Cat: VH

Suite

$3,844.00
Cat: BC

More Details Contact Us

A Journey of Calypso Rhythms and Coconut Breezes

from $3,465.00 (USD)

Per Person

Feb 14, 2025
through Feb 21, 2025

More offers from Explora Journeys

Feb 14, 2025 through Feb 21, 2025

Nights: 7

Ship: Explora II

Price Per Night:$495.00 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$3,465.00
Cat: OT1

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

Dec 21, 2025 through Jan 04, 2026

Nights: 14

Ship: Allura

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

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

Suite

$10,799.00
Cat: PH2

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

Jan 18, 2026 through Jan 25, 2026

Nights: 7

Ship: Silver Shadow

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

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

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

Dec 20, 2025 through Dec 28, 2025

Nights: 8

Ship: Le Bellot

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

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

Suite

$8,300.00
Cat: DS6

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,040.60 (USD)

Per Person

Dec 20, 2025
through Dec 27, 2025

More offers from Royal Caribbean International

Dec 20, 2025 through Dec 27, 2025

Nights: 7

Ship: Jewel of the Seas

Price Per Night:$148.66 (USD)
(based on double occupancy, for comparison only)

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

$1,040.60
Cat: ZI

Outside

$1,073.60
Cat: YO

Balcony

$1,394.10
Cat: XB

Suite

N/A

More Details Contact Us

Windward Island Escape
Roundtrip from Bridgetown

from $2,799.00 (USD)

Per Person

Jan 22, 2025
through Jan 29, 2025

More offers from Oceania Cruises

Jan 22, 2025 through Jan 29, 2025

Nights: 7

Ship: Sirena

Price Per Night:$399.86 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Fort-De-France, Gustavia, Roseau, Castries, Kingstown, St. George's, Bridgetown

Other Categories Starting At:

Inside

$2,799.00
Cat: F

Outside

N/A

Balcony

N/A

Suite

N/A

More Details Contact Us

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

from $4,144.00 (USD)

Per Person

+ $260.00 taxes/fees

Feb 04, 2026
through Feb 25, 2026

More offers from Holland America Line

Feb 04, 2026 through Feb 25, 2026

Nights: 21

Ship: Koningsdam

Price Per Night:$197.33 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea, St. Thomas, U.S.V.I., St. Johns, Antigua and Barbuda, Basseterre, St Kitts and Nevis, Frederiksted, St. Croix, U.S. Virgin Islands, San Juan, Puerto Rico, Days At Sea, Fort Lauderdale, Florida, US...

Other Categories Starting At:

Inside

$4,144.00
Cat: N

Outside

$5,094.00
Cat: F

Balcony

$5,544.00
Cat: VH

Suite

$7,194.00
Cat: BC

More Details Contact Us

A Journey to Caribbean Harbourages and Private Idylls

from $3,290.00 (USD)

Per Person

Nov 12, 2025
through Nov 20, 2025

More offers from Explora Journeys

Nov 12, 2025 through Nov 20, 2025

Nights: 8

Ship: Explora I

Price Per Night:$411.25 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Saint John/Cruz Bay, Deshaies, Bridgetown, Roseau, St. Maarten/Philipsburg, San Juan

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$3,290.00
Cat: OT1

More Details Contact Us

Best Of Southern Caribbean

from $1,968.97 (USD)

Per Person

Jan 04, 2027
through Jan 15, 2027

More offers from Celebrity Cruises

Jan 04, 2027 through Jan 15, 2027

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$179.00 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$2,155.47
Cat: I2

Outside

$2,485.47
Cat: O2

Balcony

$3,329.47
Cat: P2

Suite

$7,376.97
Cat: MS

More Details Contact Us

Windward Islands 7 Nights

from $1,700.00 (USD)

Per Person

+ $235.00 taxes/fees

Dec 14, 2024
through Dec 21, 2024

More offers from Star Clippers

Dec 14, 2024 through Dec 21, 2024

Nights: 7

Ship: Royal Clipper

Price Per Night:$242.86 (USD)
(based on double occupancy, for comparison only)

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

$1,700.00
Cat: Category 6

Outside

$1,940.00
Cat: Category 5

Balcony

N/A

Suite

$3,520.00
Cat: Deluxe Suite with Veranda

More Details Contact Us

Ultimate Southern Caribbean

from $1,548.63 (USD)

Per Person

Nov 21, 2025
through Dec 01, 2025

More offers from Celebrity Cruises

Nov 21, 2025 through Dec 01, 2025

Nights: 10

Ship: Celebrity Ascent

Price Per Night:$154.86 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$1,730.63
Cat: I2

Outside

$2,237.13
Cat: O2

Balcony

$2,295.13
Cat: P2

Suite

$5,423.63
Cat: MS

More Details Contact Us

A Journey of Wild Isles and Charmed Creole Harbours

from $4,125.00 (USD)

Per Person

Dec 06, 2024
through Dec 13, 2024

More offers from Explora Journeys

Dec 06, 2024 through Dec 13, 2024

Nights: 7

Ship: Explora II

Price Per Night:$589.29 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Charlotte Amalie (Saint Thomas), Road Bay, Roseau, Saint-Pierre, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,125.00
Cat: OT2

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

Dec 07, 2025 through Dec 21, 2025

Nights: 14

Ship: Wind Surf

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

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

Balcony

N/A

Suite

$9,799.00
Cat: OS

More Details Contact Us

Spanning the Americas
Los Angeles to San Diego

from $32,649.00 (USD)

Per Person

Dec 20, 2025
through Mar 07, 2026

More offers from Oceania Cruises

Dec 20, 2025 through Mar 07, 2026

Nights: 77

Ship: Vista

Price Per Night:$424.01 (USD)
(based on double occupancy, for comparison only)

Itinerary: Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Corinto, Puntarenas, Panama Canal Daylight Transit, Cartagena...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$32,649.00
Cat: A2

Suite

N/A

More Details Contact Us

14-Night Eastern Caribbean Voyage

from $2,729.00 (USD)

Per Person

Nov 22, 2025
through Dec 06, 2025

More offers from Azamara

Nov 22, 2025 through Dec 06, 2025

Nights: 14

Ship: Azamara Quest

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

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

$2,729.00
Cat: 09

Outside

$2,739.00
Cat: 08

Balcony

$3,039.00
Cat: V3

Suite

$4,779.00
Cat: N2

More Details Contact Us

14-Night Eastern Caribbean Voyage

from $2,389.00 (USD)

Per Person

Nov 29, 2025
through Dec 13, 2025

More offers from Azamara

Nov 29, 2025 through Dec 13, 2025

Nights: 14

Ship: Azamara Quest

Price Per Night:$170.64 (USD)
(based on double occupancy, for comparison only)

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

$2,389.00
Cat: 12

Outside

$2,899.00
Cat: 08

Balcony

$3,139.00
Cat: V3

Suite

$4,789.00
Cat: N2

More Details Contact Us

Eastern Caribbean, 28 Nights

from $3,959.00 (USD)

Per Person

+ $450.00 taxes/fees

Feb 22, 2026
through Mar 22, 2026

More offers from Cunard Line

Feb 22, 2026 through Mar 22, 2026

Nights: 28

Ship: Queen Victoria

Price Per Night:$141.39 (USD)
(based on double occupancy, for comparison only)

Itinerary: London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England

Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.

Other Categories Starting At:

Inside

$3,959.00
Cat: IF

Outside

$5,759.00
Cat: FB

Balcony

$6,159.00
Cat: CA

Suite

$14,709.00
Cat: P2

More Details Contact Us

Circle South America
Miami to San Diego

from $24,599.00 (USD)

Per Person

Jan 06, 2026
through Mar 07, 2026

More offers from Oceania Cruises

Jan 06, 2026 through Mar 07, 2026

Nights: 60

Ship: Vista

Price Per Night:$409.98 (USD)
(based on double occupancy, for comparison only)

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

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,026.05 (USD)

Per Person

May 02, 2026
through May 09, 2026

More offers from Royal Caribbean International

May 02, 2026 through May 09, 2026

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$146.58 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$1,026.05
Cat: 4V

Outside

$1,207.49
Cat: 2N

Balcony

$1,668.98
Cat: 1B

Suite

N/A

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

Nov 19, 2025 through Dec 15, 2025

Nights: 26

Ship: Queen Mary 2

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

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.

Other Categories Starting At:

Inside

$3,733.00
Cat: IE

Outside

$5,003.00
Cat: EF

Balcony

$5,421.00
Cat: DB

Suite

$13,703.00
Cat: P1

More Details Contact Us

STAR COLLECTOR: WINDWARD TREASURES: AN ANTILLES ODYSSEY

from $5,699.00 (USD)

Per Person

+ $69.00 taxes/fees

Jan 18, 2025
through Feb 01, 2025

More offers from Windstar Cruises

Jan 18, 2025 through Feb 01, 2025

Nights: 14

Ship: Wind Spirit

Price Per Night:$407.07 (USD)
(based on double occupancy, for comparison only)

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.

Other Categories Starting At:

Inside

N/A

Outside

$5,699.00
Cat: A

Balcony

N/A

Suite

N/A

More Details Contact Us

Leeward Islands 7 Nights

from $1,640.00 (USD)

Per Person

+ $235.00 taxes/fees

Feb 08, 2025
through Feb 15, 2025

More offers from Star Clippers

Feb 08, 2025 through Feb 15, 2025

Nights: 7

Ship: Star Flyer

Price Per Night:$234.29 (USD)
(based on double occupancy, for comparison only)

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

$1,640.00
Cat: Category 6

Outside

$1,930.00
Cat: Category 5

Balcony

N/A

Suite

N/A

More Details Contact Us

Iberian Explorer

from $2,299.00 (USD)

Per Person

Jan 13, 2027
through Jan 20, 2027

More offers from Viking Ocean Cruises

Jan 13, 2027 through Jan 20, 2027

Nights: 7

Ship: Viking Vela

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

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

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$2,299.00
Cat: V2

Suite

$3,799.00
Cat: PS3

More Details Contact Us

Southern Caribbean Cruise

from $995.94 (USD)

Per Person

Nov 28, 2026
through Dec 05, 2026

More offers from Celebrity Cruises

Nov 28, 2026 through Dec 05, 2026

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$142.28 (USD)
(based on double occupancy, for comparison only)

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

$1,475.44
Cat: Z

Outside

$995.94
Cat: Y

Balcony

$1,775.44
Cat: X

Suite

$2,385.94
Cat: S1

More Details Contact Us

Southern Caribbean Holiday

from $1,579.58 (USD)

Per Person

Dec 21, 2024
through Dec 28, 2024

More offers from Celebrity Cruises

Dec 21, 2024 through Dec 28, 2024

Nights: 7

Ship: Celebrity Summit

Price Per Night:$225.65 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, San Juan, Puerto Rico

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$1,579.58
Cat: V2

Suite

N/A

More Details Contact Us

Leeward Islands 7 Nights

from $1,640.00 (USD)

Per Person

+ $235.00 taxes/fees

Jan 11, 2025
through Jan 18, 2025

More offers from Star Clippers

Jan 11, 2025 through Jan 18, 2025

Nights: 7

Ship: Star Flyer

Price Per Night:$234.29 (USD)
(based on double occupancy, for comparison only)

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

$1,640.00
Cat: Category 6

Outside

$1,930.00
Cat: Category 5

Balcony

N/A

Suite

N/A

More Details Contact Us

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

from $3,909.00 (USD)

Per Person

+ $275.00 taxes/fees

Mar 14, 2026
through Apr 04, 2026

More offers from Holland America Line

Mar 14, 2026 through Apr 04, 2026

Nights: 21

Ship: Zuiderdam

Price Per Night:$186.14 (USD)
(based on double occupancy, for comparison only)

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

$3,909.00
Cat: N

Outside

$4,659.00
Cat: HH

Balcony

$5,609.00
Cat: VH

Suite

$7,309.00
Cat: SZ

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

Dec 19, 2026 through Dec 26, 2026

Nights: 7

Ship: Radiance of the Seas

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

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

Outside

$1,287.09
Cat: YO

Balcony

$1,819.16
Cat: CB

Suite

N/A

More Details Contact Us

Caribbean & Central America Cruise
Philipsburg to Bridgetown

from $6,000.00 (USD)

Per Person

Feb 26, 2026
through Mar 05, 2026

More offers from Silversea Cruises

Feb 26, 2026 through Mar 05, 2026

Nights: 7

Ship: Silver Shadow

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

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

More Details Contact Us

28-Day Panama Canal & Eastern Caribbean
San Diego to Fort Lauderdale

from $5,254.00 (USD)

Per Person

+ $245.00 taxes/fees

Nov 01, 2025
through Nov 29, 2025

More offers from Holland America Line

Nov 01, 2025 through Nov 29, 2025

Nights: 28

Ship: Koningsdam

Price Per Night:$187.64 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Puntarenas, Panama Canal (Cruising), Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Aruba...

Other Categories Starting At:

Inside

$5,254.00
Cat: N

Outside

$6,484.00
Cat: F

Balcony

$7,014.00
Cat: VH

Suite

$9,334.00
Cat: BC

More Details Contact Us

Pearls of the Caribbean

from $4,150.00 (USD)

Per Person

+ $390.00 taxes/fees

Jan 28, 2026
through Feb 04, 2026

More offers from Ponant

Jan 28, 2026 through Feb 04, 2026

Nights: 7

Ship: Le Dumont d'Urville

Price Per Night:$592.86 (USD)
(based on double occupancy, for comparison only)

Itinerary: Vieux Fort, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Vieux Fort

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$4,150.00
Cat: DEL

Suite

$6,370.00
Cat: DS4

More Details Contact Us

Bridgetown to Bridgetown
Barbados to Barbados

from $8,200.00 (USD)

Per Person

Jan 05, 2026
through Jan 26, 2026

More offers from Silversea Cruises

Jan 05, 2026 through Jan 26, 2026

Nights: 21

Ship: Silver Spirit

Price Per Night:$390.48 (USD)
(based on double occupancy, for comparison only)

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

$8,200.00
Cat: VI

More Details Contact Us

13-Night Eastern Caribbean Voyage

from $1,799.00 (USD)

Per Person

Dec 06, 2025
through Dec 19, 2025

More offers from Azamara

Dec 06, 2025 through Dec 19, 2025

Nights: 13

Ship: Azamara Quest

Price Per Night:$138.38 (USD)
(based on double occupancy, for comparison only)

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

$1,799.00
Cat: 12

Outside

$2,449.00
Cat: 08

Balcony

$2,779.00
Cat: V3

Suite

$4,469.00
Cat: N2

More Details Contact Us

CLASSIC CARIBBEAN

from $3,499.00 (USD)

Per Person

+ $52.00 taxes/fees

Jan 18, 2025
through Jan 25, 2025

More offers from Windstar Cruises

Jan 18, 2025 through Jan 25, 2025

Nights: 7

Ship: Wind Surf

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

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

$3,499.00
Cat: A

Balcony

N/A

Suite

N/A

More Details Contact Us

Destination Page: Dominica2 (50 offers included)