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US Virgin Islands

(17 offers included)
Departing on Nov 20, 2026 on the Valiant Lady
Nights: 8
Dates: Nov 20, 2026 through Nov 28, 2026
Ship: Valiant Lady
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.
from
$1,513.00
(USD)
Per Person
Inside
$1,513.00
Cat: IZ
$189.13/Night
Outside
$1,752.00
Cat: VZ
$219.00/Night
Balcony
$1,992.00
Cat: TZ
$249.00/Night
Suite
$4,920.00
Cat: SS
$615.00/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Nov 09, 2025 on the Grand Princess
Nights: 14
Dates: Nov 09, 2025 through Nov 23, 2025
from
$1,564.00
(USD)
Per Person
Inside
$1,564.00
Cat: IF
$111.71/Night
Outside
$1,664.00
Cat: OF
$118.86/Night
Caribbean & Central America Cruise Philipsburg to Philipsburg
Departing on Feb 19, 2026 on the Silver Shadow
Nights: 7
Dates: Feb 19, 2026 through Feb 26, 2026
from
$6,100.00
(USD)
Per Person
Suite
$6,100.00
Cat: VI
$871.43/Night
Departing on Dec 14, 2025 on the Eurodam
Nights: 14
Dates: Dec 14, 2025 through Dec 28, 2025
Ship: Eurodam
from
$2,334.00
(USD)
Per Person
+ $215.00 taxes/fees
Inside
$2,334.00
Cat: N
$166.71/Night
Outside
$2,464.00
Cat: HH
$176.00/Night
Balcony
$3,014.00
Cat: VH
$215.29/Night
Suite
$4,714.00
Cat: SZ
$336.71/Night
Category N - Flash Special: Book by Sunday 07/06/2025
Departing on Apr 05, 2026 on the Grand Princess
Nights: 27
Dates: Apr 05, 2026 through May 02, 2026
from
$2,658.00
(USD)
Per Person
Inside
$2,658.00
Cat: IF
$98.44/Night
Outside
$2,949.00
Cat: OZ
$109.22/Night
Balcony
$4,628.00
Cat: BF
$171.41/Night
Suite
$5,898.00
Cat: ME
$218.44/Night
7-Day Eastern Caribbean: San Juan & St. Thomas Roundtrip from Fort Lauderdale
Departing on Dec 07, 2025 on the Eurodam
Nights: 7
Dates: Dec 07, 2025 through Dec 14, 2025
Ship: Eurodam
from
$1,254.00
(USD)
Per Person
+ $135.00 taxes/fees
Inside
$1,254.00
Cat: N
$179.14/Night
Outside
$1,304.00
Cat: HH
$186.29/Night
Balcony
$1,454.00
Cat: VH
$207.71/Night
Suite
$2,154.00
Cat: SZ
$307.71/Night
Category N - Flash Special: Book by Sunday 07/06/2025
Caribbean & Central America Cruise Philipsburg to Philipsburg
Departing on Jan 11, 2026 on the Silver Shadow
Nights: 7
Dates: Jan 11, 2026 through Jan 18, 2026
from
$6,100.00
(USD)
Per Person
Suite
$6,100.00
Cat: VI
$871.43/Night
10-Day Southern Caribbean with Martinique Roundtrip from Fort Lauderdale
Departing on Apr 18, 2026 on the Caribbean Princess
Nights: 10
Dates: Apr 18, 2026 through Apr 28, 2026
from
$883.00
(USD)
Per Person
Inside
$883.00
Cat: IF
$88.30/Night
Outside
$1,013.00
Cat: OF
$101.30/Night
Balcony
$1,513.00
Cat: BF
$151.30/Night
Suite
$1,783.00
Cat: ME
$178.30/Night
14-Day Eastern Caribbean: Bahamas & San Juan Roundtrip from Miami, Florida, US
Departing on Apr 04, 2026 on the Zuiderdam
Nights: 14
Dates: Apr 04, 2026 through Apr 18, 2026
Ship: Zuiderdam
from
$2,469.00
(USD)
Per Person
+ $235.00 taxes/fees
Inside
$2,469.00
Cat: N
$176.36/Night
Outside
$2,679.00
Cat: HH
$191.36/Night
Balcony
$3,099.00
Cat: VH
$221.36/Night
Suite
$4,679.00
Cat: SZ
$334.21/Night
Category N - Flash Special: Book by Sunday 07/06/2025
Caribbean: Great Stirrup Cay & Dominican Republic Roundtrip from Orlando-Beaches-Port Canaveral, Fl
Departing on Mar 13, 2026 on the Norwegian Joy
Nights: 7
Dates: 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.
from
$909.95
(USD)
Per Person
Inside
$909.95
Cat: IF
$129.99/Night
Outside
$999.95
Cat: OB
$142.85/Night
Balcony
$1,439.95
Cat: BF
$205.71/Night
Suite
$1,479.95
Cat: MC
$211.42/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Apr 18, 2026 on the Jewel of the Seas
Nights: 7
Dates: Apr 18, 2026 through Apr 25, 2026
from
$878.95
(USD)
Per Person
Inside
$878.95
Cat: ZI
$125.56/Night
Outside
$878.95
Cat: YO
$125.56/Night
Balcony
$1,078.45
Cat: XB
$154.06/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Oct 26, 2025 on the Grand Princess
Nights: 14
Dates: Oct 26, 2025 through Nov 09, 2025
from
$1,300.00
(USD)
Per Person
Inside
$1,300.00
Cat: IF
$92.86/Night
Outside
$1,600.00
Cat: OZ
$114.29/Night
Balcony
$1,970.00
Cat: BE
$140.71/Night
Suite
$2,350.00
Cat: ME
$167.86/Night
20-Day Caribbean Explorer Roundtrip from Fort Lauderdale
Departing on Apr 08, 2026 on the Caribbean Princess
Nights: 20
Dates: Apr 08, 2026 through Apr 28, 2026
from
$1,782.00
(USD)
Per Person
Inside
$1,782.00
Cat: IF
$89.10/Night
Outside
$2,062.00
Cat: OZ
$103.10/Night
Balcony
$3,012.00
Cat: BF
$150.60/Night
Suite
$3,682.00
Cat: ME
$184.10/Night
9-Day Eastern Caribbean with St. Thomas Roundtrip from Port Canaveral (Orlando)
Departing on Nov 20, 2026 on the Sky Princess
Nights: 9
Dates: Nov 20, 2026 through Nov 29, 2026
Ship: Sky Princess
from
$839.00
(USD)
Per Person
Inside
$839.00
Cat: IF
$93.22/Night
Balcony
$1,099.00
Cat: BW
$122.11/Night
Suite
$1,679.00
Cat: MF
$186.56/Night
Departing on Dec 23, 2026 on the Norwegian Bliss
Nights: 12
Dates: 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.
from
$2,337.50
(USD)
Per Person
Inside
$2,337.50
Cat: IF
$194.79/Night
Outside
$2,577.50
Cat: OB
$214.79/Night
Balcony
$3,037.50
Cat: BF
$253.13/Night
Suite
$3,357.50
Cat: MC
$279.79/Night
Departing on Nov 28, 2026 on the Valiant Lady
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Valiant Lady
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.
from
$1,253.00
(USD)
Per Person
Inside
$1,253.00
Cat: IZ
$179.00/Night
Outside
$1,462.00
Cat: VZ
$208.86/Night
Balcony
$1,672.00
Cat: TZ
$238.86/Night
Suite
$4,304.00
Cat: SS
$614.86/Night
Departing on Feb 04, 2026 on the Koningsdam
Nights: 10
Dates: Feb 04, 2026 through Feb 14, 2026
Ship: Koningsdam
from
$2,149.00
(USD)
Per Person
+ $150.00 taxes/fees
Inside
$2,149.00
Cat: N
$214.90/Night
Outside
$2,399.00
Cat: F
$239.90/Night
Balcony
$2,699.00
Cat: VH
$269.90/Night
Suite
$3,549.00
Cat: BC
$354.90/Night
Category N - Flash Special: Book by Sunday 07/06/2025