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Barbados (20 offers included)

from $4,240.00 (USD)
Per Person
Nov 29, 2025
through Dec 13, 2025
Nights: 14
Ship: Star Clipper
Price Per Night:$302.86 (USD)
(based on double occupancy, for comparison only)
Nov 29, 2025 through Dec 13, 2025
Other Categories Starting At:
Inside
$4,240.00
Cat:Category 6
302.86 per night
Outside
$4,870.00
Cat:Category 5
347.86 per night
Balcony
N/A
Suite
N/A
from $2,162.00 (USD)
Per Person
Dec 26, 2026
through Jan 02, 2027
Nights: 7
Ship: Valiant Lady
Price Per Night:$308.86 (USD)
(based on double occupancy, for comparison only)
Dec 26, 2026 through Jan 02, 2027
This 7-night sunny adventure departs from San Juan before docking the next day in Phillipsburg, St. Maarten followed by Basseterre, St. Kitts - home to some of the world's best beaches and dreamiest vacay-vibes. The next day you'll hit Castries, St. Lucia before Bridgetown, Barbados. Then spend a day relaxing on board headed to Frederiksted, St. Croix before returning to San Juan.
Other Categories Starting At:
Inside
$2,162.00
Cat:IZ
308.86 per night
Outside
$2,372.00
Cat:VZ
338.86 per night
Balcony
$2,582.00
Cat:TZ
368.86 per night
Suite
$4,829.00
Cat:SS
689.86 per night
30-Day Amazon Explorer
New York to Fort Lauderdale
from $6,149.00 (USD)
Per Person
+ $125.00 taxes/fees
Nov 21, 2025
through Dec 21, 2025
Nights: 30
Ship: Volendam
Price Per Night:$204.97 (USD)
(based on double occupancy, for comparison only)
Nov 21, 2025 through Dec 21, 2025
Other Categories Starting At:
Inside
$6,149.00
Cat:N
204.97 per night
Outside
$6,349.00
Cat:HH
211.63 per night
Balcony
N/A
Suite
$12,749.00
Cat:BC
424.97 per night
Category N - Flash Special: Book by Sunday 07/06/2025
Caribbean: Barbados, St. Lucia & St. Thomas
Roundtrip from San Juan, Pr
from $915.87 (USD)
Per Person
Nov 29, 2026
through Dec 06, 2026
Nights: 7
Price Per Night:$130.84 (USD)
(based on double occupancy, for comparison only)
Nov 29, 2026 through Dec 06, 2026
Sail away from San Juan for seven days of pure island enchantment, where each port beckons with promise and charm. Start in Road Town, Tortola, where lush hills and secret coves await - dive into crystal waters where you might see a gentle sea turtle or journey inland to the mystical Baths, where giant granite boulders create hidden grottos.
Other Categories Starting At:
Inside
$915.87
Cat:IF
130.84 per night
Outside
$1,115.87
Cat:OB
159.41 per night
Balcony
$1,315.87
Cat:BF
187.98 per night
Suite
$1,465.87
Cat:MB
209.41 per night
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,354.00 (USD)
Per Person
Nov 23, 2025
through Dec 07, 2025
Nights: 14
Price Per Night:$96.71 (USD)
(based on double occupancy, for comparison only)
Nov 23, 2025 through Dec 07, 2025
Other Categories Starting At:
Inside
$1,354.00
Cat:IF
96.71 per night
Outside
$1,604.00
Cat:OZ
114.57 per night
Balcony
N/A
Suite
$2,104.00
Cat:ME
150.29 per night
Dec 12, 2026
through Dec 28, 2026
Nights: 16
Price Per Night:$193.69 (USD)
(based on double occupancy, for comparison only)
Dec 12, 2026 through Dec 28, 2026
Other Categories Starting At:
Inside
$3,099.00
Cat:11
193.69 per night
Outside
$3,679.00
Cat:08
229.94 per night
Balcony
$4,939.00
Cat:V3
308.69 per night
Suite
$8,139.00
Cat:N2
508.69 per night
14-Day Yachtsman's Island Jewels
St Maarten to Barbados
from $8,099.00 (USD)
Per Person
Mar 07, 2026
through Mar 21, 2026
Nights: 14
Price Per Night:$578.50 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2026 through Mar 21, 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:
Outside
N/A
Balcony
N/A
Suite
$8,099.00
Cat:V1
578.50 per night
from $645.00 (USD)
Per Person
Mar 22, 2026
through Mar 29, 2026
Nights: 7
Price Per Night:$92.14 (USD)
(based on double occupancy, for comparison only)
Mar 22, 2026 through Mar 29, 2026
Other Categories Starting At:
Inside
$645.00
Cat:IF
92.14 per night
Outside
$755.00
Cat:OZ
107.86 per night
Balcony
$1,095.00
Cat:BF
156.43 per night
Suite
$1,245.00
Cat:ME
177.86 per night
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,544.00 (USD)
Per Person
Oct 12, 2025
through Oct 26, 2025
Nights: 14
Price Per Night:$110.29 (USD)
(based on double occupancy, for comparison only)
Oct 12, 2025 through Oct 26, 2025
Other Categories Starting At:
Inside
$1,544.00
Cat:IF
110.29 per night
Outside
$1,754.00
Cat:OZ
125.29 per night
Balcony
N/A
Suite
$2,404.00
Cat:ME
171.71 per night
from $2,259.00 (USD)
Per Person
Nov 08, 2025
through Nov 15, 2025
Nights: 7
Price Per Night:$322.71 (USD)
(based on double occupancy, for comparison only)
Nov 08, 2025 through Nov 15, 2025
Other Categories Starting At:
Inside
$2,259.00
Cat:12
322.71 per night
Outside
$2,609.00
Cat:08
372.71 per night
Balcony
$3,329.00
Cat:V2
475.57 per night
Suite
$4,169.00
Cat:N2
595.57 per night
Fairmont Royal Pavilion
Hotel Rating: 4.5 stars
from $910.33 (USD)
Per Person
Oct 05, 2025
through Oct 08, 2025
Nights: 3
Price Per Night:$303.44 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Oct 08, 2025
A multi-million dollar renovation at Fairmont Royal Pavilion has dramatically changed the hotel's guest rooms and raised the bar for luxury hospitality in Barbados.
Dec 21, 2025
through Jan 03, 2026
Nights: 13
Ship: Explora I
Price Per Night:$636.92 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Jan 03, 2026
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,280.00
Cat:OT2
636.92 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $811.53 (USD)
Per Person
Non-Refundable
Sep 28, 2025
through Oct 05, 2025
Nights: 7
Price Per Night:$115.93 (USD)
(based on double occupancy, for comparison only)
Sep 28, 2025 through Oct 05, 2025
Other Categories Starting At:
Inside
$811.53
Cat:ZI
115.93 per night
Outside
$841.53
Cat:YO
120.22 per night
Balcony
$1,209.03
Cat:XB
172.72 per night
Suite
$2,513.03
Cat:WS
359.00 per night
West Indies Explorer
Roundtrip from San Juan
from $3,499.00 (USD)
Per Person
Nov 15, 2026
through Nov 25, 2026
Nights: 10
Ship: Viking Sea
Price Per Night:$349.90 (USD)
(based on double occupancy, for comparison only)
Nov 15, 2026 through Nov 25, 2026
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.
7-Day Yachtsman's Caribbean
St Maarten to Barbados
from $4,499.00 (USD)
Per Person
Mar 06, 2027
through Mar 13, 2027
Nights: 7
Price Per Night:$642.71 (USD)
(based on double occupancy, for comparison only)
Mar 06, 2027 through Mar 13, 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:
Outside
N/A
Balcony
N/A
Suite
$4,499.00
Cat:V1
642.71 per night
Nov 11, 2025
through Dec 05, 2025
Nights: 24
Ship: Explora II
Price Per Night:$726.25 (USD)
(based on double occupancy, for comparison only)
Nov 11, 2025 through Dec 05, 2025
Immerse yourself in exceptional wellbeing under the sun's golden rays, seeking inspiring classes and delightful diversions or simply sipping cocktails on your private terrace. Admire the sweeping shores of Tangier, the island paradise of Gran Canaria and the Caribbean's evocative splendour. Celebrate Thanksgiving in Miami style, then plunge into underwater wonders and the Mesoamerican secrets of Belize City and Santo Tomás de Castilla. Frolic at fun-filled Key West and return to Miami's buzz.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$17,430.00
Cat:DP
726.25 per night
Spanning the Americas
Los Angeles to San Diego
from $29,599.00 (USD)
Per Person
Dec 20, 2025
through Mar 07, 2026
Nights: 77
Ship: Vista
Price Per Night:$384.40 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Mar 07, 2026
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$29,599.00
Cat:B1
384.40 per night
Suite
N/A
from $2,030.00 (USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
Nights: 7
Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jan 17, 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
14-Day Exotic Caribbean In Depth
Roundtrip from Barbados
from $8,099.00 (USD)
Per Person
Jan 23, 2027
through Feb 06, 2027
Nights: 14
Price Per Night:$578.50 (USD)
(based on double occupancy, for comparison only)
Jan 23, 2027 through Feb 06, 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:
Outside
N/A
Balcony
N/A
Suite
$8,099.00
Cat:V1
578.50 per night
from $6,560.00 (USD)
Per Person
Dec 05, 2025
through Dec 22, 2025
Nights: 17
Ship: Explora II
Price Per Night:$385.88 (USD)
(based on double occupancy, for comparison only)
Dec 05, 2025 through Dec 22, 2025
As we glide from Sur de la Florida to the river reeds of Roseau, witness volcanoes snoozing beneath their blankets of thick rainforest. Onwards through Castries’ lush landscapes to the rainbow-flowered gardens of Kingstown and the enchantment of crystalline waters and bright birdlife in Barbados, Trinidad and the British Virgin Islands.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,560.00
Cat:OT1
385.88 per night