Destination Page: Dominica2

Windward Islands

from $2,080.00 (USD)

Per Person

Feb 13, 2027
through Feb 20, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Feb 13, 2027 through Feb 20, 2027

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Jan 02, 2027
through Jan 09, 2027

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Jan 02, 2027 through Jan 09, 2027

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Best Of Southern Caribbean

from $1,888.62 (USD)

Per Person

Feb 23, 2026
through Mar 06, 2026

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Ascent

Price Per Night:$171.69 (USD)
(based on double occupancy, for comparison only)

Feb 23, 2026 through Mar 06, 2026

Other Categories Starting At:

Inside

$1,888.62
Cat:I2
171.69 per night

Outside

$3,057.62
Cat:O2
277.97 per night

Balcony

$3,199.12
Cat:P2
290.83 per night

Suite

$7,099.12
Cat:MS
645.37 per night

More Details Contact Us

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

from $2,264.00 (USD)

Per Person

Mar 14, 2026
through Mar 25, 2026

More offers from Holland America Line

Nights: 11

Ship: Zuiderdam

Price Per Night:$205.82 (USD)
(based on double occupancy, for comparison only)

Mar 14, 2026 through Mar 25, 2026

Other Categories Starting At:

Inside

$2,264.00
Cat:N
205.82 per night

Outside

$2,464.00
Cat:HH
224.00 per night

Balcony

$2,964.00
Cat:VH
269.45 per night

Suite

$3,814.00
Cat:SZ
346.73 per night

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 19 Nights

from $2,192.00 (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:$115.37 (USD)
(based on double occupancy, for comparison only)

Nov 19, 2025 through Dec 08, 2025

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

$2,192.00
Cat:IF
115.37 per night

Outside

$3,209.00
Cat:EF
168.89 per night

Balcony

$3,390.00
Cat:DF
178.42 per night

Suite

N/A

More Details Contact Us

Scenic Dominica Drive

from $92.00 (USD)

Per Person

Jun 06, 2025
through Jun 06, 2027

More offers from Shore Excursions Group

Jun 06, 2025 through Jun 06, 2027

Venture through lush Botanical Gardens and geothermal waters before seeing the phenomenal Twin Falls. Dominica villages and expansive vistas are in ample supply on the tropical Roseau tour.

More Details Contact Us

14-Day Yachtsman's Caribbean In Depth
San Juan to Barbados

from $8,399.00 (USD)

Per Person

Dec 05, 2026
through Dec 19, 2026

More offers from Seabourn Cruise Line

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$599.93 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2026 through Dec 19, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,399.00
Cat:V1
599.93 per night

More Details Contact Us

21-Day Southern & Eastern Caribbean: Abc & Leeward Islands
Roundtrip from Fort Lauderdale

from $3,139.00 (USD)

Per Person

Nov 29, 2025
through Dec 20, 2025

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$149.48 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 20, 2025

Other Categories Starting At:

Inside

$3,139.00
Cat:N
149.48 per night

Outside

$3,339.00
Cat:F
159.00 per night

Balcony

$3,699.00
Cat:VH
176.14 per night

Suite

$4,739.00
Cat:BC
225.67 per night

More Details Contact Us

Windward Islands 7 Nights

from $2,030.00 (USD)

Per Person

Jan 24, 2026
through Jan 31, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Jan 31, 2026

Other Categories Starting At:

Inside

$2,030.00
Cat:Category 6
290.00 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,120.00
Cat:Deluxe Suite with Veranda
588.57 per night

More Details Contact Us

STAR COLLECTOR: DEEP DIVE INTO THE BLUE: UNDERWATER WORLDS OF THE CARIBBEAN

from $5,599.00 (USD)

Per Person

+ $116.00 taxes/fees

Feb 17, 2026
through Mar 07, 2026

More offers from Windstar Cruises

Nights: 18

Ship: Wind Surf

Price Per Night:$311.06 (USD)
(based on double occupancy, for comparison only)

Feb 17, 2026 through Mar 07, 2026

Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.

Other Categories Starting At:

Inside

N/A

Outside

$5,599.00
Cat:B
311.06 per night

Balcony

N/A

Suite

$11,899.00
Cat:OS
661.06 per night

More Details Contact Us

Southern Caribbean Intensive

from $1,246.70 (USD)

Per Person

Nov 17, 2026
through Nov 28, 2026

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Constellation

Price Per Night:$113.34 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2026 through Nov 28, 2026

Other Categories Starting At:

Inside

$1,246.70
Cat:Z
113.34 per night

Outside

$1,440.20
Cat:Y
130.93 per night

Balcony

$2,123.20
Cat:X
193.02 per night

Suite

$4,480.70
Cat:S1
407.34 per night

More Details Contact Us

Leeward Isles Serenade
Roundtrip from Tampa

from $4,999.00 (USD)

Per Person

Mar 03, 2026
through Mar 18, 2026

More offers from Oceania Cruises

Nights: 15

Ship: Insignia

Price Per Night:$333.27 (USD)
(based on double occupancy, for comparison only)

Mar 03, 2026 through Mar 18, 2026

Other Categories Starting At:

Inside

$4,999.00
Cat:G
333.27 per night

Outside

$5,699.00
Cat:D
379.93 per night

Balcony

$7,499.00
Cat:B2
499.93 per night

Suite

$9,699.00
Cat:PH3
646.60 per night

More Details Contact Us

STAR COLLECTOR: HIDDEN GEMS OF THE CARIBBEAN

from $6,299.00 (USD)

Per Person

+ $95.00 taxes/fees

Jan 14, 2026
through Jan 31, 2026

More offers from Windstar Cruises

Nights: 17

Ship: Wind Spirit

Price Per Night:$370.53 (USD)
(based on double occupancy, for comparison only)

Jan 14, 2026 through Jan 31, 2026

Dive, dine, and delight in iconic Caribbean island destinations during a far-ranging Caribbean loop that conveniently begins and ends in Philipsburg on St. Maarten. Cruise a kayak through sapphire waters near Little Bay, Monserrat, and peer at shadowy fruit bats suspended throughout coastal caves. Drift and spin in a floating tube on a rainforest stream outside Roseau on Dominica prior to sipping rum cocktails mixed with tangy tropical juices.

Other Categories Starting At:

Inside

N/A

Outside

$6,299.00
Cat:B
370.53 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Iberian Explorer
Barcelona to London (Tilbury)

from $2,299.00 (USD)

Per Person

Jan 20, 2026
through Jan 27, 2026

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Neptune

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

Jan 20, 2026 through Jan 27, 2026

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

N/A

Suite

$7,999.00
Cat:OS
1,142.71 per night

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Dec 05, 2026
through Dec 12, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2026 through Dec 12, 2026

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

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

from $4,459.00 (USD)

Per Person

Jan 23, 2027
through Feb 13, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$212.33 (USD)
(based on double occupancy, for comparison only)

Jan 23, 2027 through Feb 13, 2027

Other Categories Starting At:

Inside

$4,459.00
Cat:N
212.33 per night

Outside

$5,659.00
Cat:F
269.48 per night

Balcony

$5,959.00
Cat:VH
283.76 per night

Suite

$7,859.00
Cat:BC
374.24 per night

More Details Contact Us

Leeward Islands Christmas Cruise

from $2,010.00 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Dec 26, 2026

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

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

Nights: 14

Ship: Wind Spirit

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

Mar 07, 2026 through Mar 21, 2026

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
292.79 per night

Balcony

N/A

Suite

N/A

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

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

N/A

Suite

$13,999.00
Cat:OS
1,399.90 per night

More Details Contact Us

26-Day Panama Canal & Eastern Caribbean
San Diego to Miami

from $4,634.00 (USD)

Per Person

Feb 27, 2026
through Mar 25, 2026

More offers from Holland America Line

Nights: 26

Ship: Zuiderdam

Price Per Night:$178.23 (USD)
(based on double occupancy, for comparison only)

Feb 27, 2026 through Mar 25, 2026

Other Categories Starting At:

Inside

$4,634.00
Cat:N
178.23 per night

Outside

$4,904.00
Cat:HH
188.62 per night

Balcony

$6,464.00
Cat:VH
248.62 per night

Suite

$8,744.00
Cat:SZ
336.31 per night

More Details Contact Us

The Essentials of the Caribbean
Timeless

from $10,590.00 (USD)

Per Person

Feb 10, 2026
through Feb 22, 2026

More offers from Ponant

Nights: 12

Ship: Le Bellot

Price Per Night:$882.50 (USD)
(based on double occupancy, for comparison only)

Feb 10, 2026 through Feb 22, 2026

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$10,590.00
Cat:DEL
882.50 per night

Suite

$16,920.00
Cat:DS6
1,410.00 per night

More Details Contact Us

Windward Islands 7 Nights

from $2,030.00 (USD)

Per Person

Mar 21, 2026
through Mar 28, 2026

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)

Mar 21, 2026 through Mar 28, 2026

Other Categories Starting At:

Inside

$2,030.00
Cat:Category 6
290.00 per night

Outside

$2,280.00
Cat:Category 5
325.71 per night

Balcony

N/A

Suite

$4,120.00
Cat:Deluxe Suite with Veranda
588.57 per night

More Details Contact Us

12-Day Treasures Of Aruba, Bonaire & Curacao
Roundtrip from San Juan

from $5,999.00 (USD)

Per Person

Dec 02, 2025
through Dec 14, 2025

More offers from Seabourn Cruise Line

Nights: 12

Ship: Seabourn Ovation

Price Per Night:$499.92 (USD)
(based on double occupancy, for comparison only)

Dec 02, 2025 through Dec 14, 2025

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,999.00
Cat:V1
499.92 per night

More Details Contact Us

Iberian Explorer
London (Tilbury) to Barcelona

from $3,299.00 (USD)

Per Person

Sep 30, 2027
through Oct 07, 2027

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Sky

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

Sep 30, 2027 through Oct 07, 2027

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.

More Details Contact Us

Ultimate Southern Caribbean

from $1,739.61 (USD)

Per Person

Mar 22, 2027
through Apr 02, 2027

More offers from Celebrity Cruises

Nights: 11

Ship: Celebrity Eclipse

Price Per Night:$158.15 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2027 through Apr 02, 2027

Other Categories Starting At:

Inside

$1,739.61
Cat:Z
158.15 per night

Outside

$1,939.61
Cat:Y
176.33 per night

Balcony

$2,139.61
Cat:X
194.51 per night

Suite

$6,339.61
Cat:W
576.33 per night

More Details Contact Us

Transatlantic Crossing and Eastern Caribbean, 26 Nights

from $3,429.00 (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:$131.88 (USD)
(based on double occupancy, for comparison only)

Nov 19, 2025 through Dec 15, 2025

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

$3,429.00
Cat:IF
131.88 per night

Outside

$4,829.00
Cat:EF
185.73 per night

Balcony

$5,029.00
Cat:DF
193.42 per night

Suite

$13,835.00
Cat:P2
532.12 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $844.39 (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:$120.63 (USD)
(based on double occupancy, for comparison only)

Nov 14, 2026 through Nov 21, 2026

Other Categories Starting At:

Inside

$844.39
Cat:ZI
120.63 per night

Outside

$929.89
Cat:YO
132.84 per night

Balcony

$1,308.39
Cat:XB
186.91 per night

Suite

N/A

More Details Contact Us

The Essentials of the Caribbean
Timeless

from $8,410.00 (USD)

Per Person

Mar 22, 2027
through Apr 03, 2027

More offers from Ponant

Nights: 12

Ship: Le Laperouse

Price Per Night:$700.83 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2027 through Apr 03, 2027

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$8,410.00
Cat:DEL
700.83 per night

Suite

$13,290.00
Cat:DS4
1,107.50 per night

More Details Contact Us

Caribbean & Central America Special Voyage: Philipsburg, St. Maarten to Bridgetown

from $8,500.00 (USD)

Per Person

Jan 11, 2026
through Jan 25, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Shadow

Price Per Night:$607.14 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2026 through Jan 25, 2026

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,500.00
Cat:VI
607.14 per night

More Details Contact Us

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

from $3,764.00 (USD)

Per Person

Jan 03, 2026
through Jan 24, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$179.24 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 24, 2026

Other Categories Starting At:

Inside

$3,764.00
Cat:N
179.24 per night

Outside

$4,174.00
Cat:F
198.76 per night

Balcony

$4,664.00
Cat:VH
222.10 per night

Suite

$6,244.00
Cat:BC
297.33 per night

More Details Contact Us

Pearls of the Caribbean
Timeless

from $6,180.00 (USD)

Per Person

Nov 29, 2025
through Dec 07, 2025

More offers from Ponant

Nights: 8

Ship: Le Dumont d'Urville

Price Per Night:$772.50 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 07, 2025

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$6,180.00
Cat:DEL
772.50 per night

Suite

$9,250.00
Cat:DS3
1,156.25 per night

More Details Contact Us

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

from $2,164.00 (USD)

Per Person

Jan 03, 2026
through Jan 14, 2026

More offers from Holland America Line

Nights: 11

Ship: Koningsdam

Price Per Night:$196.73 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 14, 2026

Other Categories Starting At:

Inside

$2,164.00
Cat:N
196.73 per night

Outside

$2,364.00
Cat:F
214.91 per night

Balcony

$2,664.00
Cat:VH
242.18 per night

Suite

$3,564.00
Cat:BC
324.00 per night

More Details Contact Us

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

from $3,814.00 (USD)

Per Person

Jan 14, 2026
through Feb 04, 2026

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$181.62 (USD)
(based on double occupancy, for comparison only)

Jan 14, 2026 through Feb 04, 2026

Other Categories Starting At:

Inside

$3,814.00
Cat:N
181.62 per night

Outside

$4,304.00
Cat:F
204.95 per night

Balcony

$4,934.00
Cat:VH
234.95 per night

Suite

$6,464.00
Cat:BC
307.81 per night

More Details Contact Us

Antigua, St. Lucia & St. Kitts

from $1,248.55 (USD)

Per Person

Dec 03, 2026
through Dec 12, 2026

More offers from Celebrity Cruises

Nights: 9

Ship: Celebrity Eclipse

Price Per Night:$138.73 (USD)
(based on double occupancy, for comparison only)

Dec 03, 2026 through Dec 12, 2026

Other Categories Starting At:

Inside

$1,248.55
Cat:Z
138.73 per night

Outside

$1,344.05
Cat:Y
149.34 per night

Balcony

$1,432.55
Cat:X
159.17 per night

Suite

$4,534.05
Cat:W
503.78 per night

More Details Contact Us

Aruba, Curacao and the Lesser Antilles

from $1,200.00 (USD)

Per Person

Dec 05, 2025
through Dec 13, 2025

More offers from Virgin Voyages

Nights: 8

Ship: Valiant Lady

Price Per Night:$150.00 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2025 through Dec 13, 2025

This 8-night getaway provides a day of on-board relaxation while sailing to the sprawling coral reefs and ocean blues as bright as the drink it's famous for, Curaçao. Dock the next day on the white sand beaches of Aruba, followed by a self-care day at sea before arriving in Dominica. Next, wake up in St. John's, Antigua then at the lush landscapes of St. Maarten before returning to San Juan.

Other Categories Starting At:

Inside

$1,200.00
Cat:IN
150.00 per night

Outside

$1,352.00
Cat:VZ
169.00 per night

Balcony

$1,512.00
Cat:TZ
189.00 per night

Suite

$4,040.00
Cat:SS
505.00 per night

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Jan 30, 2027
through Feb 06, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2027 through Feb 06, 2027

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

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

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

Caribbean Illumination
Roundtrip from Miami

from $3,999.00 (USD)

Per Person

Feb 09, 2026
through Feb 19, 2026

More offers from Oceania Cruises

Nights: 10

Ship: Allura

Price Per Night:$399.90 (USD)
(based on double occupancy, for comparison only)

Feb 09, 2026 through Feb 19, 2026

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,999.00
Cat:B5
399.90 per night

Suite

$6,899.00
Cat:PH3
689.90 per night

More Details Contact Us

Eastern Caribbean Voyage

from $3,009.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$214.93 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 27, 2025

Other Categories Starting At:

Inside

$3,009.00
Cat:12
214.93 per night

Outside

$3,299.00
Cat:08
235.64 per night

Balcony

$3,989.00
Cat:V2
284.93 per night

Suite

N/A

More Details Contact Us

16-Day Leeward Island Holiday
Roundtrip from Miami

from $7,999.00 (USD)

Per Person

Dec 20, 2026
through Jan 05, 2027

More offers from Seabourn Cruise Line

Nights: 16

Ship: Seabourn Quest

Price Per Night:$499.94 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2026 through Jan 05, 2027

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

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,999.00
Cat:A
499.94 per night

More Details Contact Us

Southern Caribbean Cruise

from $1,015.94 (USD)

Per Person

Feb 27, 2027
through Mar 06, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$145.13 (USD)
(based on double occupancy, for comparison only)

Feb 27, 2027 through Mar 06, 2027

Other Categories Starting At:

Inside

$1,015.94
Cat:Z
145.13 per night

Outside

$1,065.94
Cat:Y
152.28 per night

Balcony

$1,315.94
Cat:X
187.99 per night

Suite

$2,715.94
Cat:S1
387.99 per night

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Dec 05, 2026
through Dec 12, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Dec 05, 2026 through Dec 12, 2026

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean, 21 Nights (Q707A)
Roundtrip from Miami, FL, USA

from $2,939.00 (USD)

Per Person

+ $20,768.00 taxes/fees

Feb 25, 2027
through Mar 18, 2027

More offers from Cunard Line

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$139.95 (USD)
(based on double occupancy, for comparison only)

Feb 25, 2027 through Mar 18, 2027

Soak up the atmosphere in bustling harbors in Antigua and Barbados, before exploring Miami’s fusion food scene and Maya ruins in Cozumel, on this 21-night Caribbean adventure on Queen Elizabeth.

Other Categories Starting At:

Inside

$2,939.00
Cat:IE
139.95 per night

Outside

$3,439.00
Cat:FC
163.76 per night

Balcony

$4,239.00
Cat:CB
201.86 per night

Suite

$11,639.00
Cat:P2
554.24 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Baltimore, Maryland

from $1,121.94 (USD)

Per Person

Nov 01, 2025
through Nov 13, 2025

More offers from Royal Caribbean International

Nights: 12

Ship: Vision of the Seas

Price Per Night:$93.50 (USD)
(based on double occupancy, for comparison only)

Nov 01, 2025 through Nov 13, 2025

Other Categories Starting At:

Inside

$1,121.94
Cat:ZI
93.50 per night

Outside

$1,487.44
Cat:YO
123.95 per night

Balcony

$2,794.94
Cat:XB
232.91 per night

Suite

N/A

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Mar 13, 2027
through Mar 20, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Mar 13, 2027 through Mar 20, 2027

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

Ultimate Southern Caribbean

from $1,448.44 (USD)

Per Person

Jan 23, 2026
through Feb 02, 2026

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Ascent

Price Per Night:$144.84 (USD)
(based on double occupancy, for comparison only)

Jan 23, 2026 through Feb 02, 2026

Other Categories Starting At:

Inside

$1,448.44
Cat:I2
144.84 per night

Outside

$1,688.44
Cat:O2
168.84 per night

Balcony

$2,568.44
Cat:P2
256.84 per night

Suite

$7,098.44
Cat:S1
709.84 per night

More Details Contact Us

Caribbean Tour de Force
Miami to Bridgetown

from $5,399.00 (USD)

Per Person

Jan 08, 2026
through Jan 27, 2026

More offers from Oceania Cruises

Nights: 19

Ship: Insignia

Price Per Night:$284.16 (USD)
(based on double occupancy, for comparison only)

Jan 08, 2026 through Jan 27, 2026

Other Categories Starting At:

Inside

$5,399.00
Cat:F
284.16 per night

Outside

$5,699.00
Cat:D
299.95 per night

Balcony

$7,699.00
Cat:B2
405.21 per night

Suite

$9,999.00
Cat:PH3
526.26 per night

More Details Contact Us

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

from $4,969.00 (USD)

Per Person

+ $5,635.00 taxes/fees

Jan 11, 2027
through Feb 14, 2027

More offers from Cunard Line

Nights: 34

Ship: Queen Mary 2

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

Jan 11, 2027 through Feb 14, 2027

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

Other Categories Starting At:

Inside

$4,969.00
Cat:IF
146.15 per night

Outside

$7,569.00
Cat:EF
222.62 per night

Balcony

$7,869.00
Cat:DF
231.44 per night

Suite

$19,169.00
Cat:P2
563.79 per night

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Jan 30, 2027
through Feb 06, 2027

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2027 through Feb 06, 2027

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Bridgetown to Bridgetown

from $11,600.00 (USD)

Per Person

Feb 02, 2026
through Feb 23, 2026

More offers from Silversea Cruises

Nights: 21

Ship: Silver Spirit

Price Per Night:$552.38 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2026 through Feb 23, 2026

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$11,600.00
Cat:SV
552.38 per night

More Details Contact Us

Destination Page: Dominica2 (50 offers included)