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US Virgin Islands (20 offers included)

14-Day Eastern Caribbean: Bahamas & San Juan
Roundtrip from Fort Lauderdale
from $1,884.00 (USD)
Per Person
+ $215.00 taxes/fees
Horseback Riding at Half Moon Cay
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Eurodam
Price Per Night:$134.57 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Grand Turk, San Juan, St Thomas, Taino Bay (Puerta Plata), Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Bimini, Fort Lauderdale
Other Categories Starting At:
Inside
$1,884.00
Cat: N
Outside
$1,964.00
Cat: HH
Balcony
$2,244.00
Cat: VH
Suite
N/A
Category N - Flash Special: Book by Sunday 10/19/2025
More Details Contact Us
14-Day Eastern Caribbean: Bahamas & San Juan
Roundtrip from Fort Lauderdale
from $2,559.00 (USD)
Per Person
+ $215.00 taxes/fees
Horseback Riding at Half Moon Cay
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Eurodam
Price Per Night:$182.79 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Nassau, Grand Turk, Amber Cove, Half Moon Cay, Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
$2,559.00
Cat: N
Outside
$2,729.00
Cat: HH
Balcony
$2,979.00
Cat: VH
Suite
$5,189.00
Cat: SZ
Category N - Flash Special: Book by Sunday 10/19/2025
More Details Contact Us
West Indies Explorer
Roundtrip from San Juan
from $3,699.00 (USD)
Per Person
Offer Image
Viking Ocean Cruises logo
More offers from Viking Ocean Cruises
Nights: 10
Ship: Viking Sky
Price Per Night:$369.90 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
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
$3,699.00
Cat: V2
Suite
$6,299.00
Cat: PS3
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7-Day Southern Caribbean with Barbados
from $369.00 (USD)
Per Person
Grand Princess
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 7
Price Per Night:$52.71 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
Other Categories Starting At:
Inside
$369.00
Cat: ID
Outside
$419.00
Cat: OZ
Balcony
$649.00
Cat: BE
Suite
$799.00
Cat: ME
More Details Contact Us
Caribbean, 21 Nights (Q602A)
Roundtrip from Miami, FL, USA
from $2,298.00 (USD)
Per Person
Queen Elizabeth
Cunard Line logo
More offers from Cunard Line
Nights: 21
Price Per Night:$109.43 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, FL, USA, St. Thomas, Virgin Islands, U.S.A., Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Amber Cove,Dominican Republic, Montego Bay, Jamaica, Belize City, Belize, Cozumel, Mexico, Miami, FL, USA
Explore the varied landscapes and cultures of the Caribbean on this 21-night voyage. Wander vibrant ports by day and delight in all Queen Elizabeth has to offer between island stops.
Other Categories Starting At:
Inside
$2,298.00
Cat: GC
Outside
$2,298.00
Cat: FB
Balcony
$4,699.00
Cat: BC
Suite
$11,118.00
Cat: Q6
More Details Contact Us
8-Day Eastern Caribbean with St. Thomas
from $1,064.00 (USD)
Per Person
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 8
Ship: Sky Princess
Price Per Night:$133.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: Port Canaveral (Orlando), Grand Turk, Amber Cove, San Juan, St Thomas, Port Canaveral (Orlando)
Other Categories Starting At:
Inside
$1,064.00
Cat: IF
Outside
$1,504.00
Cat: O6
Balcony
$1,449.00
Cat: BW
Suite
$1,754.00
Cat: MF
More Details Contact Us
14-Day Southern Caribbean Adventurer
from $1,360.00 (USD)
Per Person
Grand Princess
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$97.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
Other Categories Starting At:
Inside
$1,360.00
Cat: IF
Outside
$1,380.00
Cat: OZ
Balcony
$2,315.00
Cat: B2
Suite
$2,744.00
Cat: MB
More Details Contact Us
14-Day Caribbean East/West Adventurer
from $1,318.00 (USD)
Per Person
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Ship: Sun Princess
Price Per Night:$94.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Costa Maya (Mahahual), Cozumel, Grand Cayman, Fort Lauderdale
Other Categories Starting At:
Inside
$1,318.00
Cat: IB
Outside
$1,658.00
Cat: O2
Balcony
$1,963.00
Cat: DH
Suite
$7,668.00
Cat: S9
More Details Contact Us
14-Day Eastern Caribbean: Bahamas & San Juan Holiday
Roundtrip from Miami
from $3,424.00 (USD)
Per Person
+ $185.00 taxes/fees
Zuiderdam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Zuiderdam
Price Per Night:$244.57 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Amber Cove, Grand Turk, Relaxaway Half Moon Cay, Key West, Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami
Other Categories Starting At:
Inside
$3,424.00
Cat: N
Outside
$3,874.00
Cat: HH
Balcony
$4,524.00
Cat: VH
Suite
$6,924.00
Cat: SZ
Category N - Flash Special: Book by Sunday 10/19/2025
More Details Contact Us
Caribbean: Dominican Republic & St. Thomas
Roundtrip from New York City, Ny
from $1,477.50 (USD)
Per Person
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 12
Price Per Night:$123.13 (USD)
(based on double occupancy, for comparison only)
Itinerary: New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, New York City, Ny
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.
Other Categories Starting At:
Inside
$1,477.50
Cat: IF
Outside
$1,877.50
Cat: OB
Balcony
$2,127.50
Cat: BF
Suite
$2,427.50
Cat: MC
More Details Contact Us
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale
from $4,599.00 (USD)
Per Person
+ $280.00 taxes/fees
Holland America Line logo
More offers from Holland America Line
Nights: 21
Price Per Night:$219.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
Other Categories Starting At:
Inside
$4,599.00
Cat: N
Outside
$5,799.00
Cat: F
Balcony
$6,099.00
Cat: VH
Suite
$7,999.00
Cat: BC
Category N - Flash Special: Book by Sunday 10/19/2025
More Details Contact Us
Virgin Island Views & Saint Isle Blues
from $763.00 (USD)
Per Person
Holidaze and Nights 1
Virgin Voyages logo
More offers from Virgin Voyages
Nights: 7
Ship: Valiant Lady
Price Per Night:$109.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Tortola, Sailing, Bridgetown, Kingstown, Basseterre, St. Croix, San Juan
This 7-night sun-drenched voyage departs from San Juan and docks the next day in Tortola, one of the most beautiful of the British Virgin Islands. Next, spend a day sailing to Bridgetown, Barbados, a sleepy beach town with the elegance, adventure (and breathtaking vistas) of a luxury resort.
Other Categories Starting At:
Inside
$763.00
Cat: IZ
Outside
$903.00
Cat: VZ
Balcony
$1,183.00
Cat: TZ
Suite
$3,080.00
Cat: RZ
More Details Contact Us
One Tank Certified Beach Dive
from $160.00 (USD)
Per Person
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Location(s): St. Thomas
A great dive for newly certified divers or as a refresher dive in the beauty of St. Thomas's undersea world.
More Details Contact Us
Thanksgiving: St. Isles, Aruba & Curacao
from $1,192.00 (USD)
Per Person
San Juan Sunrises Dominican Dreams
Virgin Voyages logo
More offers from Virgin Voyages
Nights: 8
Ship: Valiant Lady
Price Per Night:$149.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. Thomas, Sailing, Willemstad, Oranjestad, Sailing, Basseterre, Philipsburg, St. Maarten, San Juan
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
$1,192.00
Cat: IZ
Outside
$1,432.00
Cat: VZ
Balcony
$1,672.00
Cat: TZ
Suite
$4,920.00
Cat: SS
More Details Contact Us
Caribbean: Barbados, St. Lucia & St. Thomas
from $1,015.87 (USD)
Per Person
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 7
Price Per Night:$145.12 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, Bridgetown, Barbados, ST LUCIA, SAINT LUCIA, ST THOMAS, VI, Tortola, British Virgin Islands, San Juan, Pr
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
$1,015.87
Cat: IF
Outside
$1,215.87
Cat: OB
Balcony
$1,415.87
Cat: BF
Suite
$1,565.87
Cat: MB
More Details Contact Us
Caribbean: Curacao & Aruba
Roundtrip from San Juan, Pr
from $960.00 (USD)
Per Person
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 7
Price Per Night:$137.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Pr, PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, ST THOMAS, VI, Tortola, British Virgin Islands, San Juan, Pr
Depart from San Juan, a city alive with vibrant hues and island rhythms, on a 7-day journey through the Caribbean. In La Romana, Dominican Republic, exotic landscapes and hidden caverns await -walk the mesmerizing Cueva de las Maravillas or savor authentic Dominican flavors as music fills the air. Sail onward to Oranjestad, Aruba, where pastel facades meet crystal-blue waters. Stroll lively streets or explore rugged coastlines dotted with wind-swept cacti under sunlit skies.
Other Categories Starting At:
Inside
$960.00
Cat: IF
Outside
$1,160.00
Cat: OB
Balcony
$1,360.00
Cat: BF
Suite
$1,510.00
Cat: MB
More Details Contact Us
Caribbean & Central America Special Voyage: Philipsburg, St. Maarten to Bridgetown
from $8,000.00 (USD)
Per Person
Gustavia, St. Barthelemy
Silversea Cruises logo
More offers from Silversea Cruises
Nights: 14
Price Per Night:$571.43 (USD)
(based on double occupancy, for comparison only)
Itinerary: Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,000.00
Cat: VI
More Details Contact Us
14-Day Caribbean East/West Adventurer Holiday
from $2,130.00 (USD)
Per Person
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$152.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Roatan (Mahognay Bay), Belize City, Cozumel, Fort Lauderdale, Amber Cove, San Juan, St Maarten, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$2,130.00
Cat: IE
Outside
N/A
Balcony
$2,680.00
Cat: BF
Suite
$3,686.00
Cat: MC
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,894.00 (USD)
Per Person
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$135.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan, Barbados, Grenada, St Lucia, Antigua, St Maarten, San Juan
Other Categories Starting At:
Inside
$1,894.00
Cat: IF
Outside
$2,219.00
Cat: OZ
Balcony
$2,819.00
Cat: BF
Suite
$3,594.00
Cat: ME
More Details Contact Us
20-Day Caribbean Explorer
from $3,438.00 (USD)
Per Person
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 20
Price Per Night:$171.90 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Dominica, St Lucia, Martinique, Antigua, Fort Lauderdale, Princess Cays, San Juan, St Maarten, St Kitts, Antigua, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$3,438.00
Cat: IF
Outside
N/A
Balcony
$4,383.00
Cat: BW
Suite
$5,768.00
Cat: ME
More Details Contact Us