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US Virgin Islands (16 offers included)

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,714.00 (USD)
Per Person
Mar 07, 2027
through Mar 21, 2027
Nights: 14
Price Per Night:$122.43 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2027 through Mar 21, 2027
Itinerary: San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
Other Categories Starting At:
Inside
$1,714.00
Cat:IF
122.43 per night
Outside
$1,975.00
Cat:OZ
141.07 per night
Balcony
$2,614.00
Cat:BF
186.71 per night
Suite
$3,364.00
Cat:ME
240.29 per night
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,294.00 (USD)
Per Person
Oct 12, 2025
through Oct 26, 2025
Nights: 14
Price Per Night:$92.43 (USD)
(based on double occupancy, for comparison only)
Oct 12, 2025 through Oct 26, 2025
Itinerary: San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan
Other Categories Starting At:
Inside
$1,294.00
Cat:IF
92.43 per night
Outside
$1,504.00
Cat:OZ
107.43 per night
Balcony
N/A
Suite
N/A
from $2,238.00 (USD)
Per Person
Sep 15, 2025
through Oct 12, 2025
Nights: 27
Price Per Night:$82.89 (USD)
(based on double occupancy, for comparison only)
Sep 15, 2025 through Oct 12, 2025
Itinerary: Los Angeles, Manzanillo, Huatulco, Puerto Chiapas, Puntarenas, Fuerte Amador, Panama Canal - Full Transit, Aruba, Fort Lauderdale, Grand Turk, Amber Cove, Bonaire, Curacao, Aruba, St Kitts, St Thomas, San Juan
Other Categories Starting At:
Inside
$2,238.00
Cat:IE
82.89 per night
Outside
N/A
Balcony
N/A
Suite
N/A
10-Day Southern Caribbean with Martinique
Roundtrip from Fort Lauderdale
from $1,513.00 (USD)
Per Person
Jan 16, 2026
through Jan 26, 2026
Nights: 10
Price Per Night:$151.30 (USD)
(based on double occupancy, for comparison only)
Jan 16, 2026 through Jan 26, 2026
Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Dominica, St Lucia, Martinique, Antigua, Fort Lauderdale
Other Categories Starting At:
Inside
$1,513.00
Cat:IF
151.30 per night
Outside
N/A
Balcony
$1,963.00
Cat:BW
196.30 per night
Suite
$2,213.00
Cat:MF
221.30 per night
14-Day Eastern Caribbean Adventurer
Roundtrip from Port Canaveral (Orlando)
from $1,839.00 (USD)
Per Person
Nov 30, 2025
through Dec 14, 2025
Nights: 14
Ship: Sky Princess
Price Per Night:$131.36 (USD)
(based on double occupancy, for comparison only)
Nov 30, 2025 through Dec 14, 2025
Itinerary: Port Canaveral (Orlando), Grand Turk, San Juan, St Maarten, St Thomas, Port Canaveral (Orlando), Nassau, Amber Cove, Grand Turk, Port Canaveral (Orlando)
Other Categories Starting At:
Inside
$1,839.00
Cat:IA
131.36 per night
Outside
N/A
Balcony
$1,875.00
Cat:BW
133.93 per night
Suite
N/A
14-Day Eastern/Western Caribbean Adventurer
Roundtrip from Fort Lauderdale
from $1,408.00 (USD)
Per Person
Mar 15, 2026
through Mar 29, 2026
Nights: 14
Price Per Night:$100.57 (USD)
(based on double occupancy, for comparison only)
Mar 15, 2026 through Mar 29, 2026
Itinerary: Fort Lauderdale, Cozumel, Roatan (Mahognay Bay), Belize City, Costa Maya (Mahahual), Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,408.00
Cat:IF
100.57 per night
Outside
N/A
Balcony
$2,008.00
Cat:BW
143.43 per night
Suite
$2,378.00
Cat:MF
169.86 per night
from $82.00 (USD)
Per Person
May 03, 2022
through Jul 13, 2027
May 03, 2022 through Jul 13, 2027
Location(s): St. Thomas
This clue-based, scavenger-hunt game will treat you to a side of St. Thomas that most visitors don't get to see! You and your team will solve clues, complete tasks and compete for fun prizes.
Caribbean: St. Thomas & Dominican Republic
Roundtrip from Orlando-Beaches-Port Canaveral, Fl
from $1,322.34 (USD)
Per Person
Jan 06, 2027
through Jan 15, 2027
Nights: 9
Price Per Night:$146.93 (USD)
(based on double occupancy, for comparison only)
Jan 06, 2027 through Jan 15, 2027
Itinerary: Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl
On the island side of things, you will never be short of Insta-worthy photos in the most colorful city of The Caribbean, San Juan. Not only is the island rich in color, but in food, too! Go scuba diving along the coast of Puerto Plata and end the day with refreshing drinks made with local Dominican rums. Take a walk on the Dutch side of the Caribbean island, Saint Martin, where the dock is practically attached to the sun-soaked beach.
Other Categories Starting At:
Inside
$1,322.34
Cat:IF
146.93 per night
Outside
$1,692.34
Cat:OB
188.04 per night
Balcony
$1,902.34
Cat:BF
211.37 per night
Suite
$2,152.34
Cat:MC
239.15 per night
10-Day Southern Caribbean with Martinique
Roundtrip from Fort Lauderdale
from $1,275.00 (USD)
Per Person
Mar 17, 2026
through Mar 27, 2026
Nights: 10
Price Per Night:$127.50 (USD)
(based on double occupancy, for comparison only)
Mar 17, 2026 through Mar 27, 2026
Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale
Other Categories Starting At:
Inside
$1,275.00
Cat:IF
127.50 per night
Outside
$1,715.00
Cat:O6
171.50 per night
Balcony
$1,583.00
Cat:BW
158.30 per night
Suite
$1,855.00
Cat:MF
185.50 per night
from $250.00 (USD)
Per Person
May 03, 2022
through Jul 13, 2027
May 03, 2022 through Jul 13, 2027
Location(s): St. Thomas
The interaction with a dolphin is a once-in-a-lifetime experience not to be missed. Take this opportunity to engage with this smart and fascinating mammal in a very special close encounter!
Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico
from $968.12 (USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
Nights: 7
Price Per Night:$138.30 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Dec 27, 2025
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
$968.12
Cat:ZI
138.30 per night
Outside
$1,018.62
Cat:YO
145.52 per night
Balcony
$1,209.62
Cat:XB
172.80 per night
Suite
N/A
Caribbean & Central America Cruise
Bridgetown to Philipsburg
from $6,300.00 (USD)
Per Person
Dec 28, 2025
through Jan 04, 2026
Nights: 7
Price Per Night:$900.00 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2025 through Jan 04, 2026
Itinerary: Bridgetown, Kingstown, St. Vincent, St George's, Trois Ilets, Day at sea, St. Thomas, St. John's, Philipsburg, St. Maarten
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$6,300.00
Cat:VI
900.00 per night
from $805.00 (USD)
Per Person
Nov 16, 2025
through Nov 23, 2025
Nights: 7
Price Per Night:$115.00 (USD)
(based on double occupancy, for comparison only)
Nov 16, 2025 through Nov 23, 2025
Itinerary: San Juan, St Maarten, Dominica, Barbados, Antigua, St Thomas, San Juan
Other Categories Starting At:
Inside
$805.00
Cat:IF
115.00 per night
Outside
$855.00
Cat:OF
122.14 per night
Balcony
$905.00
Cat:BF
129.29 per night
Suite
$925.00
Cat:ME
132.14 per night
7-Day Southern Caribbean with Barbados
Roundtrip from San Juan
from $595.00 (USD)
Per Person
Dec 14, 2025
through Dec 21, 2025
Nights: 7
Price Per Night:$85.00 (USD)
(based on double occupancy, for comparison only)
Dec 14, 2025 through Dec 21, 2025
Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
Other Categories Starting At:
Inside
$595.00
Cat:IF
85.00 per night
Outside
$705.00
Cat:OZ
100.71 per night
Balcony
$745.00
Cat:BF
106.43 per night
Suite
$965.00
Cat:ME
137.86 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $826.93 (USD)
Per Person
Jan 30, 2027
through Feb 06, 2027
Nights: 7
Price Per Night:$118.13 (USD)
(based on double occupancy, for comparison only)
Jan 30, 2027 through Feb 06, 2027
Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$826.93
Cat:ZI
118.13 per night
Outside
$926.93
Cat:YO
132.42 per night
Balcony
$1,282.93
Cat:XB
183.28 per night
Suite
N/A
8-Day Eastern Caribbean with St. Thomas
Roundtrip from Fort Lauderdale
from $789.00 (USD)
Per Person
Jan 03, 2026
through Jan 11, 2026
Nights: 8
Price Per Night:$98.63 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 11, 2026
Itinerary: Fort Lauderdale, Amber Cove, San Juan, St Maarten, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$789.00
Cat:IF
98.63 per night
Outside
N/A
Balcony
$889.00
Cat:BW
111.13 per night
Suite
$1,289.00
Cat:MF
161.13 per night