US Virgin Islands

11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US

from $2,144.00 (USD)

Per Person

+ $150.00 taxes/fees

Jan 03, 2026
through Jan 14, 2026

More offers from Holland America Line

Jan 03, 2026 through Jan 14, 2026

Nights: 11

Ship: Koningsdam

Price Per Night:$194.91 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...

Other Categories Starting At:

Inside

$2,144.00
Cat: N

Outside

$2,644.00
Cat: F

Balcony

$2,894.00
Cat: VH

Suite

$3,844.00
Cat: BC

Distinctive Voyages

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $683.14 (USD)

Per Person

Sep 07, 2025
through Sep 14, 2025

More offers from Royal Caribbean International

Sep 07, 2025 through Sep 14, 2025

Nights: 7

Ship: Rhapsody of The Seas

Price Per Night:$97.59 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Cruising, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curacao, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$683.14
Cat: ZI

Outside

$802.14
Cat: YO

Balcony

$1,583.64
Cat: XB

Suite

N/A

Amenity Departure Dates

More Details Contact Us

14-Day Eastern/Western Caribbean: San Juan & Mexico Holiday
Roundtrip from Fort Lauderdale, Florida, US

from $2,734.00 (USD)

Per Person

+ $235.00 taxes/fees

Dec 13, 2025
through Dec 27, 2025

More offers from Holland America Line

Dec 13, 2025 through Dec 27, 2025

Nights: 14

Ship: Nieuw Statendam

Price Per Night:$195.29 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea...

Other Categories Starting At:

Inside

$2,734.00
Cat: N

Outside

$3,284.00
Cat: F

Balcony

$3,684.00
Cat: VH

Suite

$4,784.00
Cat: BC

More Details Contact Us

Caribbean: Tortola, St. Lucia & Antigua
Roundtrip from San Juan, Pr

from $1,239.00 (USD)

Per Person

+ N/A taxes/fees

Jan 19, 2025
through Jan 26, 2025

More offers from Norwegian Cruise Line

Jan 19, 2025 through Jan 26, 2025

Nights: 7

Ship: Norwegian Viva

Price Per Night:$177.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Pr, Tortola, British Virgin Islands, ST JOHNS ANTIGUA, Basseterre, Saint Kitts - Nevis, ST LUCIA, SAINT LUCIA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, San Juan, Pr

Live it up in paradise on board our newest and most innovative ship ever, Norwegian Viva. Enjoy the scenic vistas along Tortola’s Sir Frances Drake’s Highway and explore picturesque villages. Then slow things down, way down, in St. John’s as you take a sea taxi to expansive beaches for a dip in the warm waters or simply to recline on the sand with your favorite beverage in hand.

Other Categories Starting At:

Inside

$1,239.00
Cat: IX

Outside

$1,289.00
Cat: OX

Balcony

$1,589.00
Cat: BX

Suite

$2,069.00
Cat: MX

Amenity Departure Dates

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17-Day Southern Caribbean Seafarer / Eastern Caribbean
Roundtrip from Fort Lauderdale, Florida, US

from $2,204.00 (USD)

Per Person

+ $220.00 taxes/fees

Dec 04, 2024
through Dec 21, 2024

More offers from Holland America Line

Dec 04, 2024 through Dec 21, 2024

Nights: 17

Ship: Zuiderdam

Price Per Night:$129.65 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Days At Sea, Kralendijk, Bonaire, Willemstad, Curacao, Oranjestad, Aruba, Days At Sea, Fort Lauderdale, Florida, US...

Other Categories Starting At:

Inside

$2,204.00
Cat: N

Outside

$2,374.00
Cat: HH

Balcony

$2,674.00
Cat: VH

Suite

$5,094.00
Cat: SC

More Details Contact Us

7-Day Eastern Caribbean
Roundtrip from Fort Lauderdale, Florida, US

from $1,419.00 (USD)

Per Person

+ $115.00 taxes/fees

Dec 22, 2024
through Dec 29, 2024

More offers from Holland America Line

Dec 22, 2024 through Dec 29, 2024

Nights: 7

Ship: Nieuw Amsterdam

Price Per Night:$202.71 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Amber Cove, Dominican Republic, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US

Other Categories Starting At:

Inside

$1,419.00
Cat: N

Outside

$1,489.00
Cat: HH

Balcony

$1,619.00
Cat: VH

Suite

$2,729.00
Cat: SZ

Amenity Departure Dates

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STAR COLLECTOR: LOVELY LEEWARDS

from $6,299.00 (USD)

Per Person

+ $109.00 taxes/fees

Nov 16, 2024
through Nov 30, 2024

More offers from Windstar Cruises

Nov 16, 2024 through Nov 30, 2024

Nights: 14

Ship: Star Pride

Price Per Night:$449.93 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, St. Thomas, Philipsburg, St. Maarten, Gustavia, Basseterre, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St. George's, Bequia...

Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,299.00
Cat: BS

More Details Contact Us

Puerto Rican Nights & St. Croix Delights

from $1,501.00 (USD)

Per Person

+ N/A taxes/fees

Mar 20, 2026
through Mar 28, 2026

More offers from Virgin Voyages

Mar 20, 2026 through Mar 28, 2026

Nights: 8

Ship: Resilient Lady

Price Per Night:$187.63 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Sailing, Puerto Plata, San Juan, St. Croix, Sailing, Beach Club at Bimini, Miami, Florida

This 8-night epic Caribbean sojourn departing from Miami spends a day sailing to your first respite, Puerto Plata. From there you'll head to San Juan, an enchanting plate that radiates both beachy, tropical vibes and eclectic city charm.

Other Categories Starting At:

Inside

$1,501.00
Cat: IZ

Outside

$2,041.00
Cat: VZ

Balcony

$2,041.00
Cat: TZ

Suite

$4,369.00
Cat: SS

Amenity Departure Dates

More Details Contact Us

Elegant Caribbean
Roundtrip from Miami

from $4,799.00 (USD)

Per Person

Jan 16, 2026
through Jan 28, 2026

More offers from Oceania Cruises

Jan 16, 2026 through Jan 28, 2026

Nights: 12

Ship: Allura

Price Per Night:$399.92 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, San Juan, Tortola, Frederiksted, Basseterre, Pointe A Pitre, St. John's, Charlotte Amalie, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$4,799.00
Cat: B5

Suite

$7,799.00
Cat: PH3

More Details Contact Us

10-Day Southern Caribbean with Martinique
Roundtrip from Fort Lauderdale

from $983.00 (USD)

Per Person

Jan 16, 2026
through Jan 26, 2026

More offers from Princess Cruises®

Jan 16, 2026 through Jan 26, 2026

Nights: 10

Ship: Enchanted Princess

Price Per Night:$98.30 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Dominica, St Lucia, Martinique, Antigua, Fort Lauderdale

Other Categories Starting At:

Inside

$983.00
Cat: IF

Outside

$1,423.00
Cat: O6

Balcony

$1,358.00
Cat: BW

Suite

$1,923.00
Cat: MF

More Details Contact Us

14-Day Eastern / Western Caribbean
Roundtrip from Fort Lauderdale, Florida, US

from $2,009.00 (USD)

Per Person

+ $220.00 taxes/fees

Dec 14, 2024
through Dec 28, 2024

More offers from Holland America Line

Dec 14, 2024 through Dec 28, 2024

Nights: 14

Ship: Nieuw Statendam

Price Per Night:$143.50 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea...

Other Categories Starting At:

Inside

$2,009.00
Cat: N

Outside

$2,339.00
Cat: F

Balcony

$2,449.00
Cat: VH

Suite

$3,339.00
Cat: BC

More Details Contact Us

Eastern Caribbean
Roundtrip from Orlando (Port Canaveral), Fl

from $792.93 (USD)

Per Person

Dec 13, 2024
through Dec 21, 2024

More offers from Royal Caribbean International

Dec 13, 2024 through Dec 21, 2024

Nights: 8

Ship: Adventure of the Seas

Price Per Night:$99.12 (USD)
(based on double occupancy, for comparison only)

Itinerary: Orlando (Port Canaveral), Fl, Cruising, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Cruising, Orlando (Port Canaveral), Fl

Other Categories Starting At:

Inside

$792.93
Cat: ZI

Outside

$1,081.43
Cat: YO

Balcony

N/A

Suite

$2,706.93
Cat: J4

Amenity Departure Dates

More Details Contact Us

7-Day Eastern Caribbean: San Juan & St. Thomas
Roundtrip from Miami, Florida, US

from $1,224.00 (USD)

Per Person

+ $140.00 taxes/fees

Dec 06, 2025
through Dec 13, 2025

More offers from Holland America Line

Dec 06, 2025 through Dec 13, 2025

Nights: 7

Ship: Zuiderdam

Price Per Night:$174.86 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Miami, Florida, US

Other Categories Starting At:

Inside

$1,224.00
Cat: N

Outside

$1,374.00
Cat: HH

Balcony

$1,624.00
Cat: VH

Suite

$2,474.00
Cat: SZ

Amenity Departure Dates

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Eastern Caribbean
Roundtrip from Orlando (Port Canaveral), Fl

from $887.94 (USD)

Per Person

Jan 10, 2025
through Jan 18, 2025

More offers from Royal Caribbean International

Jan 10, 2025 through Jan 18, 2025

Nights: 8

Ship: Adventure of the Seas

Price Per Night:$110.99 (USD)
(based on double occupancy, for comparison only)

Itinerary: Orlando (Port Canaveral), Fl, Cruising, Labadee, Haiti, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Cruising, Orlando (Port Canaveral), Fl

Other Categories Starting At:

Inside

$887.94
Cat: ZI

Outside

$1,105.44
Cat: 3N

Balcony

$1,325.94
Cat: 5D

Suite

$2,479.44
Cat: WS

Amenity Departure Dates

More Details Contact Us

31-Day Tropical Grand Adventure with British Isles
Southampton (London) to Galveston

from $3,478.00 (USD)

Per Person

Sep 28, 2025
through Oct 29, 2025

More offers from Princess Cruises®

Sep 28, 2025 through Oct 29, 2025

Nights: 31

Ship: Regal Princess

Price Per Night:$112.19 (USD)
(based on double occupancy, for comparison only)

Itinerary: Southampton (London), Dublin (Dun Laoghaire), Belfast, Glasgow (Greenock), Orkney Islands (Kirkwall), Invergordon, Edinburgh (South Queensferry), Southampton (London), Paris/Normandy (Le Havre), Bilbao...

Other Categories Starting At:

Inside

$3,478.00
Cat: IF

Outside

N/A

Balcony

$4,465.00
Cat: BW

Suite

$6,188.00
Cat: MF

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from Miami, Florida

from $1,780.57 (USD)

Per Person

Jan 16, 2025
through Jan 26, 2025

More offers from Royal Caribbean International

Jan 16, 2025 through Jan 26, 2025

Nights: 10

Ship: Explorer of the Seas

Price Per Night:$178.06 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Cruising, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, St. Croix, U.S.V.I., Cruising, Miami, Florida

Other Categories Starting At:

Inside

$1,780.57
Cat: 3V

Outside

$2,689.57
Cat: 1L

Balcony

$2,344.57
Cat: XB

Suite

$3,713.07
Cat: J3

Amenity Departure Dates

More Details Contact Us

21-Day Eastern Caribbean Wayfarer / Western Explorer
Roundtrip from Fort Lauderdale, Florida, US

from $3,584.00 (USD)

Per Person

+ $250.00 taxes/fees

Mar 22, 2025
through Apr 12, 2025

More offers from Holland America Line

Mar 22, 2025 through Apr 12, 2025

Nights: 21

Ship: Eurodam

Price Per Night:$170.67 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...

Other Categories Starting At:

Inside

$3,584.00
Cat: N

Outside

$3,754.00
Cat: HH

Balcony

$4,694.00
Cat: VH

Suite

$7,154.00
Cat: SZ

More Details Contact Us

US Virgin Islands (17 offers included)