British Virgin Islands

The Essential of the Caribbean

from $8,430.00 (USD)

Per Person

+ $670.00 taxes/fees

Jan 06, 2025
through Jan 18, 2025

More offers from Ponant

Nights: 12

Ship: Le Champlain

Price Per Night:$702.50 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2025 through Jan 18, 2025

Itinerary: South Friars Bay, Saint-Kitts, Marigot, Tortola, Antigua, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays, Mayreau Island...

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Inside

N/A

Outside

N/A

Balcony

$8,430.00
Cat:DEL
702.50 per night

Suite

$13,790.00
Cat:DS3
1,149.17 per night

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STAR COLLECTOR: A LESSER ANTILLES ODYSSEY

from $6,299.00 (USD)

Per Person

+ $71.00 taxes/fees

Jan 04, 2026
through Jan 25, 2026

More offers from Windstar Cruises

Nights: 21

Ship: Wind Surf

Price Per Night:$299.95 (USD)
(based on double occupancy, for comparison only)

Jan 04, 2026 through Jan 25, 2026

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

Embrace extraordinary experiences exclusive to small ship cruising during this three-week exploration of the Caribbean’s Lesser Antilles island chain. Swim with dolphins during an extended overnight stay in Jost Van Dyke in the British Virgin Islands. Savor African, European, and Indian ingredients and influences in popular Caribbean dishes as you sample spicy regional cuisine in the Fairview Great House on St. Kitts.

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Inside

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Outside

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Ultimate Southern Caribbean

from $1,579.87 (USD)

Per Person

Jan 24, 2025
through Feb 03, 2025

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Beyond

Price Per Night:$157.99 (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

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Inside

$1,579.87
Cat:Z
157.99 per night

Outside

N/A

Balcony

N/A

Suite

$7,382.37
Cat:S1
738.24 per night

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Transatlantic Crossing and Caribbean Celebration, 19 Nights

from $3,013.00 (USD)

Per Person

+ $7,629.00 taxes/fees

Dec 15, 2025
through Jan 03, 2026

More offers from Cunard Line

Nights: 19

Ship: Queen Mary 2

Price Per Night:$158.58 (USD)
(based on double occupancy, for comparison only)

Dec 15, 2025 through Jan 03, 2026

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.

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Inside

$3,013.00
Cat:IF
158.58 per night

Outside

$4,093.00
Cat:EF
215.42 per night

Balcony

$4,352.00
Cat:DF
229.05 per night

Suite

$11,194.00
Cat:P1
589.16 per night

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7-day Cruise to Caribbean: Great Stirrup Cay & Dominican Republic from Miami, Florida on Norwegian Escape

from $798.85 (USD)

Per Person

+ N/A taxes/fees

Mar 30, 2025
through Apr 06, 2025

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Escape

Price Per Night:$114.12 (USD)
(based on double occupancy, for comparison only)

Mar 30, 2025 through Apr 06, 2025

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

Explore the Eastern Caribbean for seven days, roundtrip from Miami and experience the picturesque island of St. Thomas. While the duty-free shopping is perhaps the best in the Caribbean, its striking blue water and beaches, like Magen’s Bay, are indescribably beautiful. Take the Skyride to Paradise Point for awe-inspiring views. Tortola is the largest of more than 50 British Virgin Islands and its velvety white sand is legendary.

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Inside

$798.85
Cat:IF
114.12 per night

Outside

$1,049.10
Cat:O5
149.87 per night

Balcony

$1,199.25
Cat:BF
171.32 per night

Suite

$1,268.80
Cat:MC
181.26 per night

More Details Contact Us

Star Clipper - Jamaica to Antigua 11 Nights

from $2,720.00 (USD)

Per Person

+ $370.00 taxes/fees

Jan 17, 2026
through Jan 28, 2026

More offers from Star Clippers

Nights: 11

Ship: Star Clipper

Price Per Night:$247.27 (USD)
(based on double occupancy, for comparison only)

Jan 17, 2026 through Jan 28, 2026

Itinerary: Montego Bay, Jamaica, Port Antonio, Jamaica, Santo Domingo, Dominican Republic, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning)...

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Inside

$2,720.00
Cat:Category 6
247.27 per night

Outside

$3,190.00
Cat:Category 5
290.00 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

14-Day Gems Of The Caribbean
Roundtrip from Philipsburg, Sint Maarten

from $8,499.00 (USD)

Per Person

+ $95.00 taxes/fees

Feb 21, 2026
through Mar 07, 2026

More offers from Seabourn Cruise Line

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$607.07 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2026 through Mar 07, 2026

Itinerary: Philipsburg, Sint Maarten, Frenchmans Cay, Carambola Beach, , Port Elizabeth, Bequia, St. Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Castries, Saint Lucia, Montserrat, St. Johns, Antigua and Barbuda...

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.

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Azure Antilles
Roundtrip from Miami

from $4,399.00 (USD)

Per Person

Feb 26, 2026
through Mar 09, 2026

More offers from Oceania Cruises

Nights: 11

Ship: Allura

Price Per Night:$399.91 (USD)
(based on double occupancy, for comparison only)

Feb 26, 2026 through Mar 09, 2026

Itinerary: Miami, San Juan, Basseterre, Gustavia, Philipsburg, Tortola, Miami

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Inside

N/A

Outside

N/A

Balcony

$4,399.00
Cat:B5
399.91 per night

Suite

$7,199.00
Cat:PH3
654.45 per night

More Details Contact Us

Saint (Isles) & Seas of the Caribbean

from $1,305.00 (USD)

Per Person

+ N/A taxes/fees

Dec 14, 2024
through Dec 21, 2024

More offers from Virgin Voyages

Nights: 7

Ship: Resilient Lady

Price Per Night:$186.43 (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.

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Inside

$1,305.00
Cat:IZ
186.43 per night

Outside

$1,475.00
Cat:VZ
210.71 per night

Balcony

$1,481.00
Cat:TZ
211.57 per night

Suite

$3,288.00
Cat:SS
469.71 per night

More Details Contact Us

14-Night Eastern Caribbean Voyage

from $2,619.00 (USD)

Per Person

Nov 15, 2025
through Nov 29, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$187.07 (USD)
(based on double occupancy, for comparison only)

Nov 15, 2025 through Nov 29, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...

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Inside

$2,619.00
Cat:12
187.07 per night

Outside

$3,359.00
Cat:08
239.93 per night

Balcony

$4,079.00
Cat:V3
291.36 per night

Suite

$6,479.00
Cat:N2
462.79 per night

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A Journey from San Juan to Miami

from $3,485.00 (USD)

Per Person

Jan 21, 2025
through Jan 28, 2025

More offers from Explora Journeys

Nights: 7

Ship: Explora I

Price Per Night:$497.86 (USD)
(based on double occupancy, for comparison only)

Jan 21, 2025 through Jan 28, 2025

Itinerary: San Juan, Road Bay, St. John's (Antigua), Basseterre, Spanish Town (Virgin Gorda), Miami

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$3,485.00
Cat:OT1
497.86 per night

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Reverie under sail in the heart of the Lesser Antilles

from $7,460.00 (USD)

Per Person

+ $390.00 taxes/fees

Feb 14, 2026
through Feb 21, 2026

More offers from Ponant

Nights: 7

Ship: Le Ponant

Price Per Night:$1,065.71 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2026 through Feb 21, 2026

Itinerary: At Sea Aboard Le Ponant, Sandy Island, Anguilla, Virgin Gorda, At Sea Aboard Le Ponant, Sandy Island, Anguilla, Norman Island, Cooper Island, Virgin Gorda, Beef Island, At Sea Aboard Le Ponant...

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Inside

N/A

Outside

$7,460.00
Cat:MG
1,065.71 per night

Balcony

N/A

Suite

N/A

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20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale

from $1,878.00 (USD)

Per Person

Mar 07, 2026
through Mar 27, 2026

More offers from Princess Cruises®

Nights: 20

Ship: Enchanted Princess

Price Per Night:$93.90 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2026 through Mar 27, 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

$1,878.00
Cat:IF
93.90 per night

Outside

$3,298.00
Cat:O6
164.90 per night

Balcony

$3,145.00
Cat:BW
157.25 per night

Suite

$4,098.00
Cat:MF
204.90 per night

More Details Contact Us

Tortola, Antigua & Bahamas

from $864.01 (USD)

Per Person

Nov 30, 2025
through Dec 07, 2025

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Beyond

Price Per Night:$123.43 (USD)
(based on double occupancy, for comparison only)

Nov 30, 2025 through Dec 07, 2025

Itinerary: Miami, Florida, Nassau, Bahamas, Tortola, B.V.I., St. Johns, Antigua, Miami, Florida

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Inside

$864.01
Cat:Z
123.43 per night

Outside

$882.51
Cat:Y
126.07 per night

Balcony

$1,037.51
Cat:EX
148.22 per night

Suite

$4,027.51
Cat:MS
575.36 per night

More Details Contact Us

9-Night Caribbean Journey Voyage

from $3,519.00 (USD)

Per Person

Mar 22, 2025
through Mar 31, 2025

More offers from Azamara

Nights: 9

Ship: Azamara Journey

Price Per Night:$391.00 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2025 through Mar 31, 2025

Itinerary: Bridgetown, Castries, Roseau, Charlestown, Philipsburg, Virgin Gorda, San Juan, Puerto Rico, Miami, Florida

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Inside

$3,519.00
Cat:12
391.00 per night

Outside

$4,459.00
Cat:08
495.44 per night

Balcony

$5,359.00
Cat:V3
595.44 per night

Suite

$6,849.00
Cat:N1
761.00 per night

More Details Contact Us

Puerto Rican Daze & Caribbean Nights

from $1,645.00 (USD)

Per Person

+ N/A taxes/fees

Mar 22, 2025
through Apr 01, 2025

Puerto Rican Daze and Caribbean Nights Fort de France

More offers from Virgin Voyages

Nights: 10

Ship: Resilient Lady

Price Per Night:$164.50 (USD)
(based on double occupancy, for comparison only)

Mar 22, 2025 through Apr 01, 2025

Itinerary: San Juan, Tortola, St. John's, Sailing, Basseterre, Fort-de-France, Castries, Bridgetown, Kingstown, Sailing...

Cross seven Caribbean islands off your must-visit list on this 10-night Caribbean voyage. Leaving from San Juan, visit Tortola, Antigua, and St. Kitts and Nevis, before docking in Fort-de-France, where you'll enjoy some of the region's most stunning beaches and colonial architecture.

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Inside

$1,645.00
Cat:IZ
164.50 per night

Outside

$2,019.00
Cat:VZ
201.90 per night

Balcony

$2,057.00
Cat:TZ
205.70 per night

Suite

$4,440.00
Cat:SS
444.00 per night

More Details Contact Us

25-Day Captivating Antillean Treasures
Roundtrip from Bridgetown, Barbados

from $11,698.00 (USD)

Per Person

+ $175.00 taxes/fees

Dec 10, 2024
through Jan 04, 2025

More offers from Seabourn Cruise Line

Nights: 25

Ship: Seabourn Ovation

Price Per Night:$467.92 (USD)
(based on double occupancy, for comparison only)

Dec 10, 2024 through Jan 04, 2025

Itinerary: Bridgetown, Barbados, Castries, Saint Lucia, St. Johns, Antigua and Barbuda, Marigot, St. Martin, Carambola Beach, Frenchmans Cay, Pointe-a-pitre, Fort-De-France, Martinique, Saint Georges, Grenada, Bridgetown, Barbados...

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.

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STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $5,099.00 (USD)

Per Person

+ $120.00 taxes/fees

Jan 04, 2025
through Jan 18, 2025

More offers from Windstar Cruises

Nights: 14

Ship: Wind Surf

Price Per Night:$364.21 (USD)
(based on double occupancy, for comparison only)

Jan 04, 2025 through Jan 18, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Falmouth Harbour, Gustavia...

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.

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14-Night Eastern Caribbean Voyage

from $2,619.00 (USD)

Per Person

Dec 13, 2025
through Dec 27, 2025

More offers from Azamara

Nights: 14

Ship: Azamara Quest

Price Per Night:$187.07 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 27, 2025

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

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Inside

$2,619.00
Cat:12
187.07 per night

Outside

$3,359.00
Cat:08
239.93 per night

Balcony

$4,079.00
Cat:V3
291.36 per night

Suite

$6,479.00
Cat:N2
462.79 per night

More Details Contact Us

An Extended Journey of Secluded Shores & Ancient Mysteries

from $5,800.00 (USD)

Per Person

Jan 21, 2025
through Feb 05, 2025

More offers from Explora Journeys

Nights: 15

Ship: Explora I

Price Per Night:$386.67 (USD)
(based on double occupancy, for comparison only)

Jan 21, 2025 through Feb 05, 2025

Itinerary: San Juan, Road Bay, St. John's (Antigua), Basseterre, Spanish Town (Virgin Gorda), Miami, Key West, Costa Maya, Belize City, Cozumel...

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Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,800.00
Cat:OT2
386.67 per night

More Details Contact Us

British Virgin Islands (20 offers included)