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US Virgin Islands (17 offers included)

Thanksgiving: St. Isles, Aruba & Curacao
from $1,513.00 (USD)
Per Person
Nov 20, 2026
through Nov 28, 2026
San Juan Sunrises Dominican Dreams
Virgin Voyages logo
More offers from Virgin Voyages
Nights: 8
Ship: Valiant Lady
Price Per Night:$189.13 (USD)
(based on double occupancy, for comparison only)
Nov 20, 2026 through Nov 28, 2026
This 8-night Thanksgiving sailing departs from San Juan, first docking at the stunning St. Thomas, U.S. Virgin Islands. After a day at sea, arrive in Willemstad, Curaçao's capital that combines European influences with Caribbean cultures (and vibrant architecture). Next, wake up in Aruba, followed by sailing to St. Kitts and Nevis, then on to St. Maarten, before returning to San Juan.
Other Categories Starting At:
Inside
$1,513.00
Cat:IZ
189.13 per night
Outside
$1,752.00
Cat:VZ
219.00 per night
Balcony
$1,992.00
Cat:TZ
249.00 per night
Suite
$4,920.00
Cat:SS
615.00 per night
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,564.00 (USD)
Per Person
Nov 09, 2025
through Nov 23, 2025
Grand Princess in Hawaii
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$111.71 (USD)
(based on double occupancy, for comparison only)
Nov 09, 2025 through Nov 23, 2025
Other Categories Starting At:
Inside
$1,564.00
Cat:IF
111.71 per night
Outside
$1,664.00
Cat:OF
118.86 per night
Balcony
N/A
Suite
N/A
More Details Contact Us
Caribbean & Central America Cruise
Philipsburg to Philipsburg
from $6,100.00 (USD)
Per Person
Feb 19, 2026
through Feb 26, 2026
Offer Image
Silversea Cruises logo
More offers from Silversea Cruises
Nights: 7
Price Per Night:$871.43 (USD)
(based on double occupancy, for comparison only)
Feb 19, 2026 through Feb 26, 2026
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$6,100.00
Cat:VI
871.43 per night
More Details Contact Us
14-Day Eastern Caribbean: Bahamas & San Juan Holiday
Roundtrip from Fort Lauderdale
from $2,334.00 (USD)
Per Person
+ $215.00 taxes/fees
Dec 14, 2025
through Dec 28, 2025
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Eurodam
Price Per Night:$166.71 (USD)
(based on double occupancy, for comparison only)
Dec 14, 2025 through Dec 28, 2025
Other Categories Starting At:
Inside
$2,334.00
Cat:N
166.71 per night
Outside
$2,464.00
Cat:HH
176.00 per night
Balcony
$3,014.00
Cat:VH
215.29 per night
Suite
$4,714.00
Cat:SZ
336.71 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
27-Day Panama Canal and Caribbean Adventurer
San Juan to Los Angeles
from $2,658.00 (USD)
Per Person
Apr 05, 2026
through May 02, 2026
Grand Princess in Hawaii
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 27
Price Per Night:$98.44 (USD)
(based on double occupancy, for comparison only)
Apr 05, 2026 through May 02, 2026
Other Categories Starting At:
Inside
$2,658.00
Cat:IF
98.44 per night
Outside
$2,949.00
Cat:OZ
109.22 per night
Balcony
$4,628.00
Cat:BF
171.41 per night
Suite
$5,898.00
Cat:ME
218.44 per night
More Details Contact Us
7-Day Eastern Caribbean: San Juan & St. Thomas
Roundtrip from Fort Lauderdale
from $1,254.00 (USD)
Per Person
+ $135.00 taxes/fees
Dec 07, 2025
through Dec 14, 2025
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 7
Ship: Eurodam
Price Per Night:$179.14 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2025 through Dec 14, 2025
Other Categories Starting At:
Inside
$1,254.00
Cat:N
179.14 per night
Outside
$1,304.00
Cat:HH
186.29 per night
Balcony
$1,454.00
Cat:VH
207.71 per night
Suite
$2,154.00
Cat:SZ
307.71 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Caribbean & Central America Cruise
Philipsburg to Philipsburg
from $6,100.00 (USD)
Per Person
Jan 11, 2026
through Jan 18, 2026
Offer Image
Silversea Cruises logo
More offers from Silversea Cruises
Nights: 7
Price Per Night:$871.43 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2026 through Jan 18, 2026
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$6,100.00
Cat:VI
871.43 per night
More Details Contact Us
10-Day Southern Caribbean with Martinique
Roundtrip from Fort Lauderdale
from $883.00 (USD)
Per Person
Apr 18, 2026
through Apr 28, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 10
Price Per Night:$88.30 (USD)
(based on double occupancy, for comparison only)
Apr 18, 2026 through Apr 28, 2026
Other Categories Starting At:
Inside
$883.00
Cat:IF
88.30 per night
Outside
$1,013.00
Cat:OF
101.30 per night
Balcony
$1,513.00
Cat:BF
151.30 per night
Suite
$1,783.00
Cat:ME
178.30 per night
More Details Contact Us
14-Day Eastern Caribbean: Bahamas & San Juan
Roundtrip from Miami, Florida, US
from $2,469.00 (USD)
Per Person
+ $235.00 taxes/fees
Apr 04, 2026
through Apr 18, 2026
Zuiderdam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Zuiderdam
Price Per Night:$176.36 (USD)
(based on double occupancy, for comparison only)
Apr 04, 2026 through Apr 18, 2026
Other Categories Starting At:
Inside
$2,469.00
Cat:N
176.36 per night
Outside
$2,679.00
Cat:HH
191.36 per night
Balcony
$3,099.00
Cat:VH
221.36 per night
Suite
$4,679.00
Cat:SZ
334.21 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Caribbean: Great Stirrup Cay & Dominican Republic
Roundtrip from Orlando-Beaches-Port Canaveral, Fl
from $909.95 (USD)
Per Person
Mar 13, 2026
through Mar 20, 2026
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 7
Price Per Night:$129.99 (USD)
(based on double occupancy, for comparison only)
Mar 13, 2026 through Mar 20, 2026
Come aboard one of our most awarded ships, Norwegian Joy, and enjoy sunny days and relaxation in the tropics. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or snorkel among colorful coral reefs off of Dorado Beach. Recline on a catamaran in St. Thomas while sailing to Turtle Cove to snorkel with green sea turtles.
Other Categories Starting At:
Inside
$909.95
Cat:IF
129.99 per night
Outside
$999.95
Cat:OB
142.85 per night
Balcony
$1,439.95
Cat:BF
205.71 per night
Suite
$1,479.95
Cat:MC
211.42 per night
More Details Contact Us
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $878.95 (USD)
Per Person
Apr 18, 2026
through Apr 25, 2026
Offer Image
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 7
Price Per Night:$125.56 (USD)
(based on double occupancy, for comparison only)
Apr 18, 2026 through Apr 25, 2026
Other Categories Starting At:
Inside
$878.95
Cat:ZI
125.56 per night
Outside
$878.95
Cat:YO
125.56 per night
Balcony
$1,078.45
Cat:XB
154.06 per night
Suite
N/A
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,300.00 (USD)
Per Person
Oct 26, 2025
through Nov 09, 2025
Grand Princess in Hawaii
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$92.86 (USD)
(based on double occupancy, for comparison only)
Oct 26, 2025 through Nov 09, 2025
Other Categories Starting At:
Inside
$1,300.00
Cat:IF
92.86 per night
Outside
$1,600.00
Cat:OZ
114.29 per night
Balcony
$1,970.00
Cat:BE
140.71 per night
Suite
$2,350.00
Cat:ME
167.86 per night
More Details Contact Us
20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale
from $1,782.00 (USD)
Per Person
Apr 08, 2026
through Apr 28, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 20
Price Per Night:$89.10 (USD)
(based on double occupancy, for comparison only)
Apr 08, 2026 through Apr 28, 2026
Other Categories Starting At:
Inside
$1,782.00
Cat:IF
89.10 per night
Outside
$2,062.00
Cat:OZ
103.10 per night
Balcony
$3,012.00
Cat:BF
150.60 per night
Suite
$3,682.00
Cat:ME
184.10 per night
More Details Contact Us
9-Day Eastern Caribbean with St. Thomas
Roundtrip from Port Canaveral (Orlando)
from $839.00 (USD)
Per Person
Nov 20, 2026
through Nov 29, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 9
Ship: Sky Princess
Price Per Night:$93.22 (USD)
(based on double occupancy, for comparison only)
Nov 20, 2026 through Nov 29, 2026
Other Categories Starting At:
Inside
$839.00
Cat:IF
93.22 per night
Outside
N/A
Balcony
$1,099.00
Cat:BW
122.11 per night
Suite
$1,679.00
Cat:MF
186.56 per night
More Details Contact Us
Caribbean: Dominican Republic & St. Thomas
from $2,337.50 (USD)
Per Person
Dec 23, 2026
through Jan 04, 2027
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 12
Price Per Night:$194.79 (USD)
(based on double occupancy, for comparison only)
Dec 23, 2026 through Jan 04, 2027
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
Other Categories Starting At:
Inside
$2,337.50
Cat:IF
194.79 per night
Outside
$2,577.50
Cat:OB
214.79 per night
Balcony
$3,037.50
Cat:BF
253.13 per night
Suite
$3,357.50
Cat:MC
279.79 per night
More Details Contact Us
Antiguan Elegance & Sunny St. Isles
from $1,253.00 (USD)
Per Person
Nov 28, 2026
through Dec 05, 2026
San Juan Sunrises Dominican Dreams
Virgin Voyages logo
More offers from Virgin Voyages
Nights: 7
Ship: Valiant Lady
Price Per Night:$179.00 (USD)
(based on double occupancy, for comparison only)
Nov 28, 2026 through Dec 05, 2026
This 7-night pre-holiday sailing departs San Juan, docking the next day on the colorful shores with picturesque waters of St. Thomas, US Virgin Islands. Next sail over to Tortola, followed by the bustling beach town of Basseterre, St. Kitts and Nevis. Next arrive in the epicenter of paradise, St. John's, Antigua, then over to St. Maarten, before returning to San Juan.
Other Categories Starting At:
Inside
$1,253.00
Cat:IZ
179.00 per night
Outside
$1,462.00
Cat:VZ
208.86 per night
Balcony
$1,672.00
Cat:TZ
238.86 per night
Suite
$4,304.00
Cat:SS
614.86 per night
More Details Contact Us
10-Day Eastern Caribbean: U.S. Virgin Islands & San Juan
Roundtrip from Fort Lauderdale
from $2,149.00 (USD)
Per Person
+ $150.00 taxes/fees
Feb 04, 2026
through Feb 14, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 10
Ship: Koningsdam
Price Per Night:$214.90 (USD)
(based on double occupancy, for comparison only)
Feb 04, 2026 through Feb 14, 2026
Other Categories Starting At:
Inside
$2,149.00
Cat:N
214.90 per night
Outside
$2,399.00
Cat:F
239.90 per night
Balcony
$2,699.00
Cat:VH
269.90 per night
Suite
$3,549.00
Cat:BC
354.90 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us