British Virgin Islands

20-Day Caribbean Explorer

from $2,447.00 (USD)

Per Person

+ $365.35 taxes/fees

Jan 09, 2025
through Jan 29, 2025

More offers from Princess Cruises®

Nights: 20

Ship: Enchanted Princess

Price Per Night:$122.35 (USD)
(based on double occupancy, for comparison only)

Jan 09, 2025 through Jan 29, 2025

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

Other Categories Starting At:

Inside

$2,447.00
Cat:IF
122.35 per night

Outside

N/A

Balcony

$3,681.00
Cat:BW
184.05 per night

Suite

$4,747.00
Cat:MF
237.35 per night

More Details Contact Us

Island Odyssey: Bahamas to the Grenadines
Nassau to Bridgetown

from $22,790.00 (USD)

Per Person

Oct 24, 2024
through Nov 05, 2024

More offers from Scenic

Nights: 12

Ship: Scenic Eclipse

Price Per Night:$1,899.17 (USD)
(based on double occupancy, for comparison only)

Oct 24, 2024 through Nov 05, 2024

Itinerary: Nassau, The Bahamas, Compass Cay , Great Exuma Island , San Salvador Island , Long Island , Great Inagua Island , Virgin Gorda, British Virgin Islands , Gustavia, Saint Barthélemy, Little Bay, Montserrat , Îles des Saintes, Guadeloupe ...

More Details Contact Us

Beauty In Bonaire
12 nights on board Seven Seas Grandeur

from $7,349.00 (USD)

Per Person

Nov 24, 2024
through Dec 06, 2024

More offers from Regent Seven Seas Cruises

Nights: 12

Ship: Seven Seas Grandeur

Price Per Night:$612.42 (USD)
(based on double occupancy, for comparison only)

Nov 24, 2024 through Dec 06, 2024

Itinerary: Miami, Cruising The Florida Straits, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), St. George's, Castries, Gustavia, Tortola...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,349.00
Cat:G2
612.42 per night

More Details Contact Us

Transatlantic Crossing And Eastern Caribbean, 21 Nights

from $3,289.00 (USD)

Per Person

+ $236.73 taxes/fees

Mar 08, 2025
through Mar 29, 2025

More offers from Cunard Line

Nights: 21

Ship: Queen Mary 2

Price Per Night:$156.62 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2025 through Mar 29, 2025

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

Delight in plenty of sea days on Queen Mary 2 during a Transatlantic Crossing before sailing south to sunnier climates in the Caribbean. Here, explore unforgettable landscapes, cuisines, and cultures.

Other Categories Starting At:

Inside

$3,289.00
Cat:IF
156.62 per night

Outside

$4,459.00
Cat:EF
212.33 per night

Balcony

$4,879.00
Cat:BZ
232.33 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $696.50 (USD)

Per Person

+ $138.30 taxes/fees

Jan 11, 2026
through Jan 18, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$99.50 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2026 through Jan 18, 2026

Itinerary: San Juan, Puerto Rico, Cruising, Castries, St. Lucia, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Tortola, B.V.I., Charlotte Amalie, St. Thomas, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$696.50
Cat:ZI
99.50 per night

Outside

$776.00
Cat:YO
110.86 per night

Balcony

$1,217.00
Cat:XB
173.86 per night

Suite

$1,939.00
Cat:WS
277.00 per night

More Details Contact Us

Caribbean: Great Stirrup Cay, Dominican Republic & San Juan
Roundtrip from Orlando-Beaches-Port Canaveral, Fl

from $1,099.15 (USD)

Per Person

+ $215.38 taxes/fees

Jun 22, 2024
through Jun 29, 2024

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Jade

Price Per Night:$157.02 (USD)
(based on double occupancy, for comparison only)

Jun 22, 2024 through Jun 29, 2024

Itinerary: Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, San Juan, Pr, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl

Set sail to paradise on an exciting cruise aboard Norwegian Jade. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata. Day dreaming about your own private island? Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you.

Other Categories Starting At:

Inside

$1,099.15
Cat:IX
157.02 per night

Outside

$1,248.65
Cat:OX
178.38 per night

Balcony

$1,799.85
Cat:BX
257.12 per night

Suite

$1,949.35
Cat:MX
278.48 per night

More Details Contact Us

Eastern Caribbean, 29 Nights

from $4,169.00 (USD)

Per Person

+ $244.52 taxes/fees

Mar 08, 2025
through Apr 06, 2025

More offers from Cunard Line

Nights: 29

Ship: Queen Mary 2

Price Per Night:$143.76 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2025 through Apr 06, 2025

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

Enjoy sea days feeling completely relaxed and at ease on Queen Mary 2 as she sails west from Southampton to New York before continuing to the sun-kissed, welcoming shores of the Caribbean.

Other Categories Starting At:

Inside

$4,169.00
Cat:IF
143.76 per night

Outside

$6,149.00
Cat:EF
212.03 per night

Balcony

$5,939.00
Cat:DF
204.79 per night

Suite

$14,809.00
Cat:P2
510.66 per night

More Details Contact Us

STAR COLLECTOR: IVORY BEACHES & SAPPHIRE SEAS OF THE CARIBBEAN

from $3,399.00 (USD)

Per Person

+ $225.00 taxes/fees

Dec 02, 2025
through Dec 14, 2025

More offers from Windstar Cruises

Nights: 12

Ship: Wind Surf

Price Per Night:$283.25 (USD)
(based on double occupancy, for comparison only)

Dec 02, 2025 through Dec 14, 2025

Itinerary: Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Roseau, Pigeon Island, Les Saintes...

Escape on an extraordinary tropical vacation on this twelve-day cruise to hidden harbors and secluded beaches throughout the Lesser Antilles in the Caribbean. Board a catamaran bound for Norman Island off Tortola and listen to pirate legends and treasure tales prior to your secluded snorkeling excursion among pristine reefs and tropical fish.

Other Categories Starting At:

Inside

N/A

Outside

$3,399.00
Cat:B
283.25 per night

Balcony

N/A

Suite

$9,299.00
Cat:OS
774.92 per night

More Details Contact Us

Ultimate Southern Caribbean

from $1,305.50 (USD)

Per Person

+ $158.74 taxes/fees

Jan 24, 2025
through Feb 03, 2025

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Beyond

Price Per Night:$130.55 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2025 through Feb 03, 2025

Itinerary: Fort Lauderdale, Florida, Tortola, B.V.I., Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, St. Johns, Antigua, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,305.50
Cat:I2
130.55 per night

Outside

$2,024.00
Cat:O2
202.40 per night

Balcony

$2,051.00
Cat:P2
205.10 per night

Suite

$7,125.00
Cat:MS
712.50 per night

More Details Contact Us

Star Flyer - Treasure Islands 7 Nights

from $1,730.00 (USD)

Per Person

+ $235.00 taxes/fees

Dec 06, 2025
through Dec 13, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$247.14 (USD)
(based on double occupancy, for comparison only)

Dec 06, 2025 through Dec 13, 2025

Itinerary: Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands , Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon)...

Other Categories Starting At:

Inside

$1,730.00
Cat:Category 6
247.14 per night

Outside

$2,030.00
Cat:Category 5
290.00 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Westbound Atlantic Ocean Crossing 15 Nights

from $1,640.00 (USD)

Per Person

+ $235.00 taxes/fees

Feb 01, 2025
through Feb 08, 2025

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$234.29 (USD)
(based on double occupancy, for comparison only)

Feb 01, 2025 through Feb 08, 2025

Itinerary: Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands , Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon)...

Other Categories Starting At:

Inside

$1,640.00
Cat:Category 6
234.29 per night

Outside

$1,930.00
Cat:Category 5
275.71 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

7-day Cruise to Caribbean: Great Stirrup Cay & Dominican Republic from Orlando & Beaches (Port Canaveral) on Norwegian Epic
Roundtrip from Orlando-Beaches-Port Canaveral, Fl

from $648.70 (USD)

Per Person

+ $240.37 taxes/fees

Jan 25, 2025
through Feb 01, 2025

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Epic

Price Per Night:$92.67 (USD)
(based on double occupancy, for comparison only)

Jan 25, 2025 through Feb 01, 2025

Itinerary: Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, St.Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl

Set sail to paradise on an exciting cruise aboard Norwegian Epic. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata. Take in the beautiful turquoise waters and the laidback Caribbean vibes on Long Bay Beach in Tortola. Day dreaming about your own private island? Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you.

Other Categories Starting At:

Inside

$648.70
Cat:IC
92.67 per night

Outside

N/A

Balcony

$1,099.15
Cat:BC
157.02 per night

Suite

$1,199.25
Cat:MC
171.32 per night

More Details Contact Us

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

from $1,548.95 (USD)

Per Person

+ $201.49 taxes/fees

Dec 23, 2024
through Jan 03, 2025

More offers from Norwegian Cruise Line

Nights: 11

Ship: Norwegian Jewel

Price Per Night:$140.81 (USD)
(based on double occupancy, for comparison only)

Dec 23, 2024 through Jan 03, 2025

Itinerary: Tampa, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, ST THOMAS, VI, Oranjestad, Aruba, Willemstad, Netherland Antilles, George Town, Cayman Islands, Tampa, Fl

Experience a new winter wonderland in paradise aboard Norwegian Jewel. Enjoy the scenic vistas along Tortola’s Sir Frances Drake’s Highway as you explore picturesque villages. 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

$1,548.95
Cat:IF
140.81 per night

Outside

$1,628.90
Cat:OK
148.08 per night

Balcony

$3,119.35
Cat:B4
283.58 per night

Suite

$3,459.30
Cat:MB
314.48 per night

More Details Contact Us

BEACH FUN & SUN: A REMOTE CARIBBEAN GETAWAY

from $2,499.00 (USD)

Per Person

+ $142.00 taxes/fees

Jan 24, 2026
through Jan 31, 2026

More offers from Windstar Cruises

Nights: 7

Ship: Wind Spirit

Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)

Jan 24, 2026 through Jan 31, 2026

Itinerary: Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Road Bay, Falmouth Harbour, Philipsburg, St. Maarten

Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.

Other Categories Starting At:

Inside

N/A

Outside

$2,499.00
Cat:B
357.00 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $986.00 (USD)

Per Person

+ $99.83 taxes/fees

Nov 23, 2025
through Nov 30, 2025

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$140.86 (USD)
(based on double occupancy, for comparison only)

Nov 23, 2025 through Nov 30, 2025

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

Other Categories Starting At:

Inside

$986.00
Cat:ZI
140.86 per night

Outside

$1,099.00
Cat:YO
157.00 per night

Balcony

$1,367.00
Cat:XB
195.29 per night

Suite

$2,169.00
Cat:WS
309.86 per night

More Details Contact Us

10-Day Eastern Caribbean with Tortola
Roundtrip from Fort Lauderdale

from $948.00 (USD)

Per Person

+ $235.00 taxes/fees

Apr 08, 2026
through Apr 18, 2026

More offers from Princess Cruises®

Nights: 10

Ship: Caribbean Princess

Price Per Night:$94.80 (USD)
(based on double occupancy, for comparison only)

Apr 08, 2026 through Apr 18, 2026

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

Other Categories Starting At:

Inside

$948.00
Cat:IF
94.80 per night

Outside

$1,030.00
Cat:OZ
103.00 per night

Balcony

$1,758.00
Cat:BF
175.80 per night

Suite

$2,348.00
Cat:ME
234.80 per night

More Details Contact Us

7-day Cruise to Caribbean: Great Stirrup Cay & Dominican Republic from Orlando & Beaches (Port Canaveral) on Norwegian Epic

from $778.70 (USD)

Per Person

+ $236.47 taxes/fees

Nov 09, 2024
through Nov 16, 2024

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Epic

Price Per Night:$111.24 (USD)
(based on double occupancy, for comparison only)

Nov 09, 2024 through Nov 16, 2024

Itinerary: Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, ST THOMAS, VI, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl

Set sail to paradise on an exciting cruise aboard Norwegian Epic. Day dreaming about your own private island? Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata. Take in the beautiful turquoise waters and the laidback Caribbean vibes.

Other Categories Starting At:

Inside

$778.70
Cat:IB
111.24 per night

Outside

N/A

Balcony

$1,099.15
Cat:BF
157.02 per night

Suite

$1,348.75
Cat:MC
192.68 per night

More Details Contact Us

Caribbean: Dominican Republic & St. Lucia
Roundtrip from New York City, Ny

from $2,098.85 (USD)

Per Person

+ $223.65 taxes/fees

Feb 23, 2025
through Mar 07, 2025

More offers from Norwegian Cruise Line

Nights: 12

Ship: Norwegian Escape

Price Per Night:$174.90 (USD)
(based on double occupancy, for comparison only)

Feb 23, 2025 through Mar 07, 2025

Itinerary: New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, ST LUCIA, SAINT LUCIA, ST JOHNS ANTIGUA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, New York City, Ny

Get ready to experience your own slice of paradise on this roundtrip cruise to The Caribbean aboard Norwegian Escape. 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. In San Juan, the second oldest city in the Americas, you’ll find a little bit of everything: beaches, city life and lush rainforests to explore.

Other Categories Starting At:

Inside

$2,098.85
Cat:IF
174.90 per night

Outside

$2,499.25
Cat:OB
208.27 per night

Balcony

$3,348.80
Cat:BF
279.07 per night

Suite

$3,379.35
Cat:MC
281.61 per night

More Details Contact Us

Saint (Isles) & Seas of the Caribbean

from $1,260.00 (USD)

Per Person

+ $119.00 taxes/fees

Dec 14, 2024
through Dec 21, 2024

More offers from Virgin Voyages

Nights: 7

Ship: Resilient Lady

Price Per Night:$180.00 (USD)
(based on double occupancy, for comparison only)

Dec 14, 2024 through Dec 21, 2024

Itinerary: San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan

Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach.

Other Categories Starting At:

Inside

$1,260.00
Cat:IN
180.00 per night

Outside

$1,308.00
Cat:VW
186.86 per night

Balcony

$1,449.00
Cat:TL
207.00 per night

Suite

$3,392.00
Cat:SS
484.57 per night

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,099.00 (USD)

Per Person

+ $273.00 taxes/fees

Feb 07, 2026
through Feb 21, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2026 through Feb 21, 2026

Itinerary: Philipsburg, St. Maarten, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour...

Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.

Other Categories Starting At:

Inside

N/A

Outside

$4,099.00
Cat:B
292.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

British Virgin Islands (20 offers included)