British Virgin Islands

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan

from $1,571.00 (USD)

Per Person

Dec 14, 2025
through Dec 28, 2025

More offers from Princess Cruises®

Nights: 14

Ship: Grand Princess

Price Per Night:$112.21 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2025 through Dec 28, 2025

Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, Tortola, Guadeloupe (Pointe-A-Pitre), Dominica...

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Inside

$1,571.00
Cat:IF
112.21 per night

Outside

$1,811.00
Cat:OZ
129.36 per night

Balcony

$2,081.00
Cat:BF
148.64 per night

Suite

$2,531.00
Cat:ME
180.79 per night

More Details Contact Us

20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale

from $2,005.00 (USD)

Per Person

Mar 07, 2026
through Mar 27, 2026

More offers from Princess Cruises®

Nights: 20

Ship: Enchanted Princess

Price Per Night:$100.25 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2026 through Mar 27, 2026

Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Antigua, St Maarten, St Kitts, Tortola, Fort Lauderdale, Princess Cays, St Thomas...

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Inside

$2,005.00
Cat:IF
100.25 per night

Outside

N/A

Balcony

$2,955.00
Cat:BW
147.75 per night

Suite

$3,605.00
Cat:MF
180.25 per night

More Details Contact Us

Transatlantic: St. Thomas & Philipsburg
Lisbon, Portugal to San Juan, Pr

from $543.34 (USD)

Per Person

Nov 13, 2025
through Nov 23, 2025

More offers from Norwegian Cruise Line

Nights: 10

Ship: Norwegian Epic

Price Per Night:$54.33 (USD)
(based on double occupancy, for comparison only)

Nov 13, 2025 through Nov 23, 2025

Itinerary: Lisbon, Portugal, Ponta Delgada, Portugal, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr

Enjoy a once-in-a-lifetime experience on a transatlantic cruise aboard Norwegian Epic. In Ponta Delgado, visit the picturesque village of Sete Cidades, situated inside a volcanic crater, then enjoy a tasting of local Azorean wines and cheeses. Come aboard a 5-star catamaran in Philipsburg and cruise along the island’s incredible coast and snorkel in clear, calm waters. Greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove, in St. Thomas.

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Inside

$543.34
Cat:IX
54.33 per night

Outside

N/A

Balcony

$793.34
Cat:BX
79.33 per night

Suite

$993.34
Cat:MX
99.33 per night

More Details Contact Us

20-Day Caribbean Explorer Holiday
Roundtrip from Fort Lauderdale

from $1,963.00 (USD)

Per Person

Nov 13, 2025
through Dec 03, 2025

More offers from Princess Cruises®

Nights: 20

Ship: Enchanted Princess

Price Per Night:$98.15 (USD)
(based on double occupancy, for comparison only)

Nov 13, 2025 through Dec 03, 2025

Itinerary: Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale, Princess Cays, San Juan...

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Inside

$1,963.00
Cat:IF
98.15 per night

Outside

N/A

Balcony

$2,643.00
Cat:BW
132.15 per night

Suite

$3,163.00
Cat:MF
158.15 per night

More Details Contact Us

Caribbean: Barbados, St. Lucia & St. Thomas

from $1,015.87 (USD)

Per Person

Feb 07, 2027
through Feb 14, 2027

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Breakaway

Price Per Night:$145.12 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2027 through Feb 14, 2027

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.

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Inside

$1,015.87
Cat:IF
145.12 per night

Outside

$1,215.87
Cat:OB
173.70 per night

Balcony

$1,415.87
Cat:BF
202.27 per night

Suite

$1,565.87
Cat:MB
223.70 per night

More Details Contact Us

Amazon & Caribbean Isles
Roundtrip from Miami

from $6,899.00 (USD)

Per Person

Nov 24, 2026
through Dec 19, 2026

More offers from Oceania Cruises

Nights: 25

Ship: Insignia

Price Per Night:$275.96 (USD)
(based on double occupancy, for comparison only)

Nov 24, 2026 through Dec 19, 2026

Itinerary: Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River)...

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Inside

$6,899.00
Cat:G
275.96 per night

Outside

$7,599.00
Cat:D
303.96 per night

Balcony

$10,899.00
Cat:B2
435.96 per night

Suite

$15,149.00
Cat:PH3
605.96 per night

More Details Contact Us

Caribbean: Dominican Republic & Bahamas
Roundtrip from JACKSONVILLE, FLORIDA, FL

from $1,150.93 (USD)

Per Person

Jan 20, 2026
through Feb 01, 2026

More offers from Norwegian Cruise Line

Nights: 12

Ship: Norwegian Gem

Price Per Night:$95.91 (USD)
(based on double occupancy, for comparison only)

Jan 20, 2026 through Feb 01, 2026

Itinerary: JACKSONVILLE, FLORIDA, FL, Grand Bahama Island, Bahamas, Great Stirrup Cay, Bahamas, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, ST THOMAS, VI, San Juan, Pr, JACKSONVILLE, FLORIDA, FL

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Inside

$1,150.93
Cat:I4
95.91 per night

Outside

$1,220.93
Cat:OK
101.74 per night

Balcony

$2,130.93
Cat:B4
177.58 per night

Suite

$2,300.93
Cat:MA
191.74 per night

More Details Contact Us

Caribbean: St. Thomas & Tortola
Boston, Ma to San Juan, Pr

from $808.94 (USD)

Per Person

Nov 08, 2026
through Nov 15, 2026

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Breakaway

Price Per Night:$115.56 (USD)
(based on double occupancy, for comparison only)

Nov 08, 2026 through Nov 15, 2026

Itinerary: Boston, Ma, ST THOMAS, VI, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, San Juan, Pr

Get ready to experience your own slice of paradise on this roundtrip cruise to The Caribbean aboard Norwegian Breakaway. Snorkel among colorful tropical fish and green sea turtles in St. Thomas at Turtle Cove.

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Inside

$808.94
Cat:IF
115.56 per night

Outside

$908.94
Cat:OB
129.85 per night

Balcony

$1,058.94
Cat:BF
151.28 per night

Suite

$1,158.94
Cat:MB
165.56 per night

More Details Contact Us

18-Day Southern Caribbean Adventurer
San Juan to Fort Lauderdale

from $1,565.00 (USD)

Per Person

Mar 29, 2026
through Apr 16, 2026

More offers from Princess Cruises®

Nights: 18

Ship: Grand Princess

Price Per Night:$86.94 (USD)
(based on double occupancy, for comparison only)

Mar 29, 2026 through Apr 16, 2026

Itinerary: San Juan, St Maarten, Dominica, Grenada, Barbados, Tortola, San Juan, St Thomas, St Kitts, Aruba...

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Inside

$1,565.00
Cat:IF
86.94 per night

Outside

$1,735.00
Cat:OZ
96.39 per night

Balcony

$2,595.00
Cat:BF
144.17 per night

Suite

$3,125.00
Cat:ME
173.61 per night

More Details Contact Us

Eastern Caribbean, 12 Nights (Q533)
Roundtrip from Miami, FL, USA

from $999.00 (USD)

Per Person

+ $4,516.00 taxes/fees

Nov 27, 2025
through Dec 09, 2025

More offers from Cunard Line

Nights: 12

Ship: Queen Elizabeth

Price Per Night:$83.25 (USD)
(based on double occupancy, for comparison only)

Nov 27, 2025 through Dec 09, 2025

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

Discover the many treasures of the Eastern Caribbean on this 12-night voyage. On sea days, enjoy time to relax and unwind, perhaps while soaking up the sunshine on Queen Elizabeth’s decks.

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Inside

$999.00
Cat:IF
83.25 per night

Outside

$1,179.00
Cat:FC
98.25 per night

Balcony

$1,549.00
Cat:BF
129.08 per night

Suite

$4,499.00
Cat:P2
374.92 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $804.14 (USD)

Per Person

Sep 12, 2026
through Sep 19, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$114.88 (USD)
(based on double occupancy, for comparison only)

Sep 12, 2026 through Sep 19, 2026

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico

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Inside

$804.14
Cat:ZI
114.88 per night

Outside

$924.64
Cat:YO
132.09 per night

Balcony

$1,202.14
Cat:XB
171.73 per night

Suite

N/A

More Details Contact Us

20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale

from $2,575.00 (USD)

Per Person

Feb 15, 2026
through Mar 07, 2026

More offers from Princess Cruises®

Nights: 20

Ship: Enchanted Princess

Price Per Night:$128.75 (USD)
(based on double occupancy, for comparison only)

Feb 15, 2026 through Mar 07, 2026

Itinerary: Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale, Princess Cays, St Thomas...

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Inside

$2,575.00
Cat:IF
128.75 per night

Outside

N/A

Balcony

$3,375.00
Cat:BW
168.75 per night

Suite

$4,085.00
Cat:MF
204.25 per night

More Details Contact Us

Caribbean: Great Stirrup Cay, Dominican Republic & Tortola
Roundtrip from Miami, Fl

from $1,276.96 (USD)

Per Person

Apr 11, 2026
through Apr 18, 2026

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Luna

Price Per Night:$182.42 (USD)
(based on double occupancy, for comparison only)

Apr 11, 2026 through Apr 18, 2026

Itinerary: Miami, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Miami, Fl

Once in a blue moon, you experience something unforgettable. On Norwegian Luna™, the newest ship, you might find that a blue moon happens more often than you’d think. In St Thomas, greet the green sea turtles and colorful fish as you snorkel the turquoise waters of Turtle Cove. Tortola is the largest of more than 50 British Virgin Islands and its velvety white sand is legendary.

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Inside

$1,276.96
Cat:IF
182.42 per night

Outside

$1,526.96
Cat:OB
218.14 per night

Balcony

$2,076.96
Cat:BF
296.71 per night

Suite

$2,476.96
Cat:MB
353.85 per night

More Details Contact Us

Eastern Caribbean Voyage

from $2,849.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$203.50 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 27, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...

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Inside

$2,849.00
Cat:10
203.50 per night

Outside

$2,929.00
Cat:08
209.21 per night

Balcony

$3,399.00
Cat:V3
242.79 per night

Suite

N/A

More Details Contact Us

Caribbean: Punta Cana, Aruba & Barbados
Roundtrip from PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC

from $1,640.18 (USD)

Per Person

Jan 14, 2026
through Jan 26, 2026

More offers from Norwegian Cruise Line

Nights: 12

Ship: Norwegian Sky

Price Per Night:$136.68 (USD)
(based on double occupancy, for comparison only)

Jan 14, 2026 through Jan 26, 2026

Itinerary: PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, Kralendijk, Netherland Antilles, ST GEORGES GRENADA, SCARBOROUGH, TRINIDAD AND TOBAGO, Bridgetown, Barbados, ST LUCIA, SAINT LUCIA, ST JOHNS ANTIGUA, Basseterre, Saint Kitts - Nevis...

Explore breathtaking views on your 12-day cruise aboard the newly refurbished Norwegian Sky. In Curaçao, splash around the warm sea with some friendly dolphins or journey inland to discover the enchanting Hato Caves and then visit a unique Ostrich farm and hang with one of the biggest birds on earth. Uncover the best of Aruba as you soak in fantastic vistas from the California Lighthouse, explore the Aloe Museum and visit the island’s popular Natural Bridge ruins.

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Inside

$1,640.18
Cat:IF
136.68 per night

Outside

$1,840.18
Cat:OF
153.35 per night

Balcony

$5,690.18
Cat:BT
474.18 per night

Suite

$8,590.18
Cat:SA
715.85 per night

More Details Contact Us

Caribbean Yachting Discovery
St John's to San Juan

from $7,990.00 (USD)

Per Person

Dec 13, 2025
through Dec 20, 2025

More offers from Emerald Cruises

Nights: 7

Ship: Emerald Azzurra

Price Per Night:$1,141.43 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 20, 2025

Itinerary: Saint John’s, Antigua, Antigua and Barbuda, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico

More Details Contact Us

British Virgin Islands (16 offers included)