British Virgin Islands

15-Night Eastern Caribbean Voyage

from $1,701.20 (USD)

Per Person

+ $259.00 taxes/fees

Oct 31, 2025
through Nov 15, 2025

More offers from Azamara

Oct 31, 2025 through Nov 15, 2025

Nights: 15

Ship: Azamara Quest

Price Per Night:$113.41 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Charlotte Amalie, St. Thomas, Road Town, Tortola, Basseterre, Philipsburg, Gustavia, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre...

Other Categories Starting At:

Inside

$1,701.20
Cat: 12

Outside

$2,422.00
Cat: 08

Balcony

$3,222.00
Cat: V3

Suite

$5,862.00
Cat: N2

More Details Contact Us

10-day Cruise to from Miami, Florida on Norwegian Breakaway
Roundtrip from Miami, Fl

from $1,989.00 (USD)

Per Person

+ $320.31 taxes/fees

Dec 23, 2024
through Jan 02, 2025

More offers from Norwegian Cruise Line

Dec 23, 2024 through Jan 02, 2025

Nights: 10

Ship: Norwegian Breakaway

Price Per Night:$198.90 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, ST JOHNS ANTIGUA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Miami, Fl

Other Categories Starting At:

Inside

$1,989.00
Cat: IF

Outside

$2,198.95
Cat: OB

Balcony

$2,769.00
Cat: BF

Suite

$2,949.05
Cat: MB

More Details Contact Us

20-Day Caribbean Explorer

from $1,687.00 (USD)

Per Person

+ $380.35 taxes/fees

Mar 30, 2025
through Apr 19, 2025

More offers from Princess Cruises®

Mar 30, 2025 through Apr 19, 2025

Nights: 20

Ship: Enchanted Princess

Price Per Night:$84.35 (USD)
(based on double occupancy, for comparison only)

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

Other Categories Starting At:

Inside

$1,687.00
Cat: IF

Outside

$2,857.00
Cat: O6

Balcony

$2,711.00
Cat: BW

Suite

$3,757.00
Cat: MF

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $938.50 (USD)

Per Person

+ $119.51 taxes/fees

Apr 12, 2026
through Apr 19, 2026

More offers from Royal Caribbean International

Apr 12, 2026 through Apr 19, 2026

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$134.07 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., Cruising, Oranjestad, Aruba, Willemstad, Curacao, Kralendijk, Bonaire, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$938.50
Cat: ZI

Outside

$1,008.50
Cat: YO

Balcony

$1,439.00
Cat: XB

Suite

$2,459.00
Cat: WS

More Details Contact Us

Caribbean, 21 Nights

from $2,449.00 (USD)

Per Person

+ $286.20 taxes/fees

Mar 03, 2026
through Mar 24, 2026

More offers from Cunard Line

Mar 03, 2026 through Mar 24, 2026

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$116.62 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Grand Turk, Montego Bay, Jamaica, Belize City, Belize, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados...

The quaint and colorful architecture of Bridgetown and Castries await on this 21-night voyage on Queen Elizabeth, which also offers plenty of time on board to do as much or as little as you wish.

Other Categories Starting At:

Inside

$2,449.00
Cat: IF

Outside

$3,149.00
Cat: FC

Balcony

$3,949.00
Cat: CB

Suite

$10,599.00
Cat: P2

More Details Contact Us

SAN JUAN & THE VIRGIN ISLANDS

from $2,799.00 (USD)

Per Person

+ $207.00 taxes/fees

Oct 26, 2025
through Nov 02, 2025

More offers from Windstar Cruises

Oct 26, 2025 through Nov 02, 2025

Nights: 7

Ship: Star Pride

Price Per Night:$399.86 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Basseterre, Gustavia, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, San Juan

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$2,799.00
Cat: SP

More Details Contact Us

Champagne Colored Sands
10 nights on board Seven Seas Grandeur

from $6,999.00 (USD)

Per Person

Feb 13, 2025
through Feb 23, 2025

More offers from Regent Seven Seas Cruises

Feb 13, 2025 through Feb 23, 2025

Nights: 10

Ship: Seven Seas Grandeur

Price Per Night:$699.90 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Cruising The Atlantic Ocean, Puerto Plata, San Juan, Gustavia, Roseau, St. John's, Tortola, Cruising The Atlantic Ocean, Cruising The Bahamian Islands...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$6,999.00
Cat: H

More Details Contact Us

9-day Cruise to Caribbean: Dominican Republic & St. Maarten from Miami, Florida on Norwegian Pearl
Roundtrip from Miami, Fl

from $1,099.15 (USD)

Per Person

+ $316.04 taxes/fees

Apr 12, 2025
through Apr 21, 2025

More offers from Norwegian Cruise Line

Apr 12, 2025 through Apr 21, 2025

Nights: 9

Ship: Norwegian Pearl

Price Per Night:$122.13 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Fl, Great Stirrup Cay, Bahamas, Tortola, British Virgin Islands, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, Miami, Fl

Explore breathtaking views on your 9-day cruise aboard the newly refurbished Norwegian Pearl. Discover one of the most breathtaking harbors in the world as you hop off in the beautiful St. Thomas, where you’ll find perks such as pristine beaches and duty-free shopping. Continue your vacation in our very own Great Stirrup Cay, home to the new Silver Cove lagoon and upgraded oceanfront cabanas. An excursion like no other awaits.

Other Categories Starting At:

Inside

$1,099.15
Cat: IF

Outside

$1,249.30
Cat: OK

Balcony

$1,938.95
Cat: BF

Suite

$2,039.05
Cat: MB

More Details Contact Us

14-Night Eastern Caribbean Voyage

from $1,551.20 (USD)

Per Person

+ $242.00 taxes/fees

Nov 22, 2025
through Dec 06, 2025

More offers from Azamara

Nov 22, 2025 through Dec 06, 2025

Nights: 14

Ship: Azamara Quest

Price Per Night:$110.80 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...

Other Categories Starting At:

Inside

$1,551.20
Cat: 12

Outside

$2,272.00
Cat: 08

Balcony

$2,992.00
Cat: V3

Suite

$5,392.00
Cat: N2

More Details Contact Us

Caribbean: Curacao, Aruba & Bonaire
Roundtrip from PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC

from $679.25 (USD)

Per Person

+ $147.33 taxes/fees

Feb 23, 2026
through Mar 02, 2026

More offers from Norwegian Cruise Line

Feb 23, 2026 through Mar 02, 2026

Nights: 7

Ship: Norwegian Sky

Price Per Night:$97.04 (USD)
(based on double occupancy, for comparison only)

Itinerary: PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, Kralendijk, Netherland Antilles, ST LUCIA, SAINT LUCIA, Basseterre, Saint Kitts - Nevis, Tortola, British Virgin Islands, PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC

Explore breathtaking views on your 7-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.

Other Categories Starting At:

Inside

$679.25
Cat: IF

Outside

$898.95
Cat: OF

Balcony

$1,548.95
Cat: BF

Suite

$3,099.20
Cat: SH

More Details Contact Us

Caribbean Quest
14 nights on board Seven Seas Mariner

from $8,199.00 (USD)

Per Person

Dec 20, 2025
through Jan 03, 2026

More offers from Regent Seven Seas Cruises

Dec 20, 2025 through Jan 03, 2026

Nights: 14

Ship: Seven Seas Mariner

Price Per Night:$585.64 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Cruising The Bahamian Waters, Cruising The Caribbean Sea, Oranjestad, Bonaire (Kralendijk), Willemstad, Cruising The Caribbean Sea, St. George's, Castries, Pointe A Pitre...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,199.00
Cat: G

More Details Contact Us

14-Day Exotic Caribbean In Depth
Roundtrip from Bridgetown, Barbados

from $8,864.00 (USD)

Per Person

+ $335.00 taxes/fees

Mar 01, 2025
through Mar 15, 2025

More offers from Seabourn Cruise Line

Mar 01, 2025 through Mar 15, 2025

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$633.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Bridgetown, Barbados, Castries, Saint Lucia, Pointe-a-pitre, St. Johns, Antigua and Barbuda, Great Harbour, Jost Van Dyke, Carambola Beach, Philipsburg, Sint Maarten, Frenchmans Cay, Carambola Beach, Fort-De-France, Martinique...

Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.

More Details Contact Us

Pre-Holiday Caribbean Refresh

from $807.00 (USD)

Per Person

+ $1,491.00 taxes/fees

Dec 06, 2024
through Dec 14, 2024

More offers from Virgin Voyages

Dec 06, 2024 through Dec 14, 2024

Nights: 8

Ship: Resilient Lady

Price Per Night:$100.88 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, Tortola, Philipsburg, Sailing, Bridgetown, Fort-de-France, Castries, Basseterre, San Juan

A breathtaking odyssey through some of the Caribbean's most scenic ports, this 8-night voyage starts in San Juan and visits Tortola, St. Maarten, Barbados, Martinique, and St. Lucia, making its final stop in St. Kitts and Nevis. Enjoy the famed South Friars Bay Beach and marvel at Basseterre's Victorian Berkeley Memorial Clock Tower before returning to Puerto Rico.

Other Categories Starting At:

Inside

$807.00
Cat: IN

Outside

$862.00
Cat: VW

Balcony

$1,853.00
Cat: TL

Suite

$3,963.00
Cat: SAB

More Details Contact Us

12-day Cruise to Caribbean: Dominican Republic & San Juan from New York, New York on Norwegian Prima
Roundtrip from New York City, Ny

from $3,248.70 (USD)

Per Person

+ $322.96 taxes/fees

Dec 21, 2024
through Jan 02, 2025

More offers from Norwegian Cruise Line

Dec 21, 2024 through Jan 02, 2025

Nights: 12

Ship: Norwegian Prima

Price Per Night:$270.73 (USD)
(based on double occupancy, for comparison only)

Itinerary: New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, ST LUCIA, SAINT LUCIA, Basseterre, Saint Kitts - Nevis, Tortola, British Virgin Islands, Royal Naval Dockyard, Bermuda, New York City, Ny

Get ready to experience your own slice of paradise on this roundtrip cruise to The Caribbean aboard Norwegian Prima. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or embark on a jungle adventure to see Damajagua’s Waterfalls. Lace up your hiking boots for a walk through Castries’s enchanting lush countryside and enjoy views of the island’s magnificent Pitons. Then snorkel among colorful tropical fish and green sea turtles in St. Thomas at Turtle Cove.

Other Categories Starting At:

Inside

$3,248.70
Cat: IF

Outside

$3,549.00
Cat: OB

Balcony

$3,998.80
Cat: BF

Suite

$5,549.05
Cat: MA

More Details Contact Us

12-day Cruise to Caribbean: Curacao, Aruba & Dominican Republic from Tampa, Florida on Norwegian Jewel
Roundtrip from Tampa, Fl

from $1,079.00 (USD)

Per Person

+ $215.67 taxes/fees

Jan 21, 2025
through Feb 02, 2025

More offers from Norwegian Cruise Line

Jan 21, 2025 through Feb 02, 2025

Nights: 12

Ship: Norwegian Jewel

Price Per Night:$89.92 (USD)
(based on double occupancy, for comparison only)

Itinerary: Tampa, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, Oranjestad, Aruba, Willemstad, Netherland Antilles, Ocho Rios, Jamaica, George Town, Cayman Islands, Tampa, Fl

Get ready to find your slice of paradise in The Caribbean on Norwegian Jewel. Learn about Puerto Plata’s local history at the 16th century Fortaleza San Felipe or snorkel among colorful coral reefs near Dorado Beach. In Oranjestad, discover the best of Aruba as you visit the Casibari Rock formation, the country’s famed Natural Bridge and more during your guided tour. See the quaint colonial architecture of Willemstad and dive along the area’s stunning coral reefs and explore its hidden caves.

Other Categories Starting At:

Inside

$1,079.00
Cat: IF

Outside

$1,158.95
Cat: OK

Balcony

$2,198.95
Cat: BF

Suite

$2,588.95
Cat: MA

More Details Contact Us

Transatlantic Crossing and Caribbean Celebration, 19 Nights

from $3,199.00 (USD)

Per Person

+ $247.43 taxes/fees

Nov 10, 2026
through Nov 29, 2026

More offers from Cunard Line

Nov 10, 2026 through Nov 29, 2026

Nights: 19

Ship: Queen Mary 2

Price Per Night:$168.37 (USD)
(based on double occupancy, for comparison only)

Itinerary: London (Southampton), England, New York, New York, St. Thomas, Virgin Islands, U.S.A., St. Kitts, ST Kitts/Nevis, English Harbour, Antigua, St. Maarten, Netherlands Antilles, Tortola, B.V.I., New York, New York

Spend Christmas Day and New Year’s Eve in spectacular style, sailing on Queen Mary 2. In the Caribbean, soak up the sunshine ashore as you explore beautiful islands such as Saint Kitts and Antigua.

Other Categories Starting At:

Inside

$3,199.00
Cat: IF

Outside

$4,199.00
Cat: EF

Balcony

$4,499.00
Cat: DF

Suite

$11,499.00
Cat: P1

More Details Contact Us

SAN JUAN & THE VIRGIN ISLANDS

from $2,499.00 (USD)

Per Person

+ $201.00 taxes/fees

Nov 03, 2024
through Nov 09, 2024

More offers from Windstar Cruises

Nov 03, 2024 through Nov 09, 2024

Nights: 6

Ship: Star Pride

Price Per Night:$416.50 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Juan, St. Maarten, Charlestown, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, San Juan

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$2,499.00
Cat: SP

More Details Contact Us

British Virgin Islands (17 offers included)