British Virgin Islands

Caribbean, 21 Nights (Q705A)
Roundtrip from Miami, FL, USA

from $2,849.00 (USD)

Per Person

+ $20,768.00 taxes/fees

Feb 04, 2027
through Feb 25, 2027

More offers from Cunard Line

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$135.67 (USD)
(based on double occupancy, for comparison only)

Feb 04, 2027 through Feb 25, 2027

Itinerary: Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica...

This 21-night roundtrip from Miami brings with it a chance to sample some of the finest rums and tequilas in port, as well as time spent enjoying the sunshine in streets, jungles, and on beaches.

Other Categories Starting At:

Inside

$2,849.00
Cat:IF
135.67 per night

Outside

$3,549.00
Cat:FC
169.00 per night

Balcony

$4,649.00
Cat:BF
221.38 per night

Suite

$12,149.00
Cat:P2
578.52 per night

More Details Contact Us

Caribbean & Central America Cruise
San Juan to San Juan

from $8,000.00 (USD)

Per Person

Dec 22, 2026
through Jan 03, 2027

More offers from Silversea Cruises

Nights: 12

Ship: Silver Shadow

Price Per Night:$666.67 (USD)
(based on double occupancy, for comparison only)

Dec 22, 2026 through Jan 03, 2027

Itinerary: San Juan, St John, Basseterre, St. Kitts, Day at sea, Mayreau, St George's, Day at sea, Oranjestad, Aruba, Willemstad, Curaçao, Kralendijk, Bonaire...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$8,000.00
Cat:VI
666.67 per night

More Details Contact Us

20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale

from $1,593.00 (USD)

Per Person

Oct 28, 2025
through Nov 17, 2025

More offers from Princess Cruises®

Nights: 20

Ship: Caribbean Princess

Price Per Night:$79.65 (USD)
(based on double occupancy, for comparison only)

Oct 28, 2025 through Nov 17, 2025

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

Other Categories Starting At:

Inside

$1,593.00
Cat:IF
79.65 per night

Outside

$1,733.00
Cat:OY
86.65 per night

Balcony

$2,843.00
Cat:BF
142.15 per night

Suite

$3,633.00
Cat:ME
181.65 per night

More Details Contact Us

7-Day Southern Caribbean with Barbados
Roundtrip from San Juan

from $785.00 (USD)

Per Person

Jan 17, 2027
through Jan 24, 2027

More offers from Princess Cruises®

Nights: 7

Ship: Crown Princess

Price Per Night:$112.14 (USD)
(based on double occupancy, for comparison only)

Jan 17, 2027 through Jan 24, 2027

Itinerary: San Juan, Barbados, Grenada, Dominica, St Kitts, Tortola, San Juan

Other Categories Starting At:

Inside

$785.00
Cat:IF
112.14 per night

Outside

$903.00
Cat:OZ
129.00 per night

Balcony

$1,185.00
Cat:BF
169.29 per night

Suite

$1,485.00
Cat:ME
212.14 per night

More Details Contact Us

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan

from $1,341.00 (USD)

Per Person

Jan 25, 2026
through Feb 08, 2026

More offers from Princess Cruises®

Nights: 14

Ship: Grand Princess

Price Per Night:$95.79 (USD)
(based on double occupancy, for comparison only)

Jan 25, 2026 through Feb 08, 2026

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

Other Categories Starting At:

Inside

$1,341.00
Cat:IF
95.79 per night

Outside

$1,571.00
Cat:OZ
112.21 per night

Balcony

$2,131.00
Cat:BF
152.21 per night

Suite

$2,701.00
Cat:MD
192.93 per night

More Details Contact Us

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

from $932.34 (USD)

Per Person

Dec 01, 2025
through Dec 12, 2025

More offers from Norwegian Cruise Line

Nights: 11

Ship: Norwegian Gem

Price Per Night:$84.76 (USD)
(based on double occupancy, for comparison only)

Dec 01, 2025 through Dec 12, 2025

Itinerary: JACKSONVILLE, FLORIDA, FL, Grand Bahama Island, Bahamas, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, ST JOHNS ANTIGUA, Basseterre, Saint Kitts - Nevis, San Juan, Pr, Great Stirrup Cay, Bahamas, JACKSONVILLE, FLORIDA, FL

Come experience a different winter wonderland in The Caribbean with Norwegian. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or embark on an off-roading adventure through lush jungle to swim in cascading mountain pools. Take in the beautiful turquoise waters and the laidback island vibes on Long Bay Beach in Tortola. Then grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise just for you.

Other Categories Starting At:

Inside

$932.34
Cat:I4
84.76 per night

Outside

$1,062.34
Cat:OK
96.58 per night

Balcony

$1,882.34
Cat:BF
171.12 per night

Suite

$1,982.34
Cat:MA
180.21 per night

More Details Contact Us

Caribbean Christmas Cruise: Barbados, St. Lucia & St. Thomas

from $2,859.00 (USD)

Per Person

Dec 12, 2026
through Dec 28, 2026

More offers from Azamara

Nights: 16

Ship: Azamara Journey

Price Per Night:$178.69 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Dec 28, 2026

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

Other Categories Starting At:

Inside

$2,859.00
Cat:12
178.69 per night

Outside

$3,519.00
Cat:08
219.94 per night

Balcony

$4,719.00
Cat:V3
294.94 per night

Suite

$7,759.00
Cat:N2
484.94 per night

More Details Contact Us

Caribbean Enchantment
New York to Miami

from $5,399.00 (USD)

Per Person

Oct 28, 2026
through Nov 11, 2026

More offers from Oceania Cruises

Nights: 14

Ship: Vista

Price Per Night:$385.64 (USD)
(based on double occupancy, for comparison only)

Oct 28, 2026 through Nov 11, 2026

Itinerary: New York, Charlotte Amalie, Tortola, St. John's, Basseterre, Castries, St. George's, Willemstad, Oranjestad, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$5,399.00
Cat:B5
385.64 per night

Suite

$8,449.00
Cat:PH3
603.50 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $797.82 (USD)

Per Person

Jan 31, 2027
through Feb 07, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$113.97 (USD)
(based on double occupancy, for comparison only)

Jan 31, 2027 through Feb 07, 2027

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

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Inside

$797.82
Cat:ZI
113.97 per night

Outside

$897.82
Cat:YO
128.26 per night

Balcony

$1,266.82
Cat:XB
180.97 per night

Suite

N/A

More Details Contact Us

BAREFOOT BREAK IN THE BRITISH VIRGIN ISLANDS

from $2,099.00 (USD)

Per Person

+ $51.00 taxes/fees

Dec 02, 2025
through Dec 07, 2025

More offers from Windstar Cruises

Nights: 5

Ship: Wind Surf

Price Per Night:$419.80 (USD)
(based on double occupancy, for comparison only)

Dec 02, 2025 through Dec 07, 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

The British Virgin Islands is known as the yachting capital of the Caribbean and this five-day escape shows you why. Come with us to charming islands with a laid-back attitude, places where you can still find incredible natural beauty, and colonial towns that effortlessly blend Dutch, French, and Caribbean cultures. Explore 17th century forts and duty-free shopping on St. Maarten and St. Bart. Go snorkeling or take a Jeep off-roading on mountainous Tortola.

Other Categories Starting At:

Inside

N/A

Outside

$2,099.00
Cat:B
419.80 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: A LESSER ANTILLES ODYSSEY

from $6,199.00 (USD)

Per Person

+ $99.00 taxes/fees

Feb 21, 2026
through Mar 15, 2026

More offers from Windstar Cruises

Nights: 22

Ship: Wind Spirit

Price Per Night:$281.77 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2026 through Mar 15, 2026

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

Other Categories Starting At:

Inside

N/A

Outside

$6,199.00
Cat:B
281.77 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean, 21 Nights (Q707A)
Roundtrip from Miami, FL, USA

from $2,939.00 (USD)

Per Person

+ $20,768.00 taxes/fees

Feb 25, 2027
through Mar 18, 2027

More offers from Cunard Line

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$139.95 (USD)
(based on double occupancy, for comparison only)

Feb 25, 2027 through Mar 18, 2027

Itinerary: Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica...

Soak up the atmosphere in bustling harbors in Antigua and Barbados, before exploring Miami’s fusion food scene and Maya ruins in Cozumel, on this 21-night Caribbean adventure on Queen Elizabeth.

Other Categories Starting At:

Inside

$2,939.00
Cat:IE
139.95 per night

Outside

$3,439.00
Cat:FC
163.76 per night

Balcony

$4,239.00
Cat:CB
201.86 per night

Suite

$11,639.00
Cat:P2
554.24 per night

More Details Contact Us

Southern Caribbean Cruise: St.Barts, Antigua & Tortola

from $1,869.00 (USD)

Per Person

Jan 05, 2027
through Jan 14, 2027

More offers from Azamara

Nights: 9

Ship: Azamara Journey

Price Per Night:$207.67 (USD)
(based on double occupancy, for comparison only)

Jan 05, 2027 through Jan 14, 2027

Itinerary: San Juan, Virgin Gorda, Gustavia, Philipsburg, St. John's, Antigua, Basseterre, St.Kitts, Road Town, Tortola, Miami, Florida

Other Categories Starting At:

Inside

$1,869.00
Cat:12
207.67 per night

Outside

$2,269.00
Cat:08
252.11 per night

Balcony

$3,059.00
Cat:V3
339.89 per night

Suite

$4,389.00
Cat:N2
487.67 per night

More Details Contact Us

Caribbean Essence
San Juan to Miami

from $3,499.00 (USD)

Per Person

Feb 19, 2027
through Feb 27, 2027

More offers from Oceania Cruises

Nights: 8

Ship: Allura

Price Per Night:$437.38 (USD)
(based on double occupancy, for comparison only)

Feb 19, 2027 through Feb 27, 2027

Itinerary: San Juan, Gustavia, Philipsburg, Basseterre, St. John's, Tortola, Miami

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$3,499.00
Cat:B5
437.38 per night

Suite

$5,149.00
Cat:PH3
643.63 per night

More Details Contact Us

Tortola, St. Kitts & Puerto Plata

from $921.98 (USD)

Per Person

Oct 11, 2026
through Oct 18, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Beyond

Price Per Night:$131.71 (USD)
(based on double occupancy, for comparison only)

Oct 11, 2026 through Oct 18, 2026

Itinerary: Miami, Florida, Puerto Plata, Dominican Rep, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Miami, Florida

Other Categories Starting At:

Inside

$936.98
Cat:Z
133.85 per night

Outside

$921.98
Cat:Y
131.71 per night

Balcony

$958.48
Cat:EX
136.93 per night

Suite

$3,285.48
Cat:MS
469.35 per night

More Details Contact Us

Treasure Islands

from $2,010.00 (USD)

Per Person

Nov 28, 2026
through Dec 05, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Nov 28, 2026 through Dec 05, 2026

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

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean & Central America Cruise
Miami to San Juan

from $5,800.00 (USD)

Per Person

Dec 10, 2026
through Dec 22, 2026

More offers from Silversea Cruises

Nights: 12

Ship: Silver Shadow

Price Per Night:$483.33 (USD)
(based on double occupancy, for comparison only)

Dec 10, 2026 through Dec 22, 2026

Itinerary: Miami, Fl, Day at sea, St John, Philipsburg, St. Maarten, Basseterre, St. Kitts, Les Saintes, Castries, Fort-De-France, Little Bay, Montserrat, St. John's...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,800.00
Cat:VI
483.33 per night

More Details Contact Us

Caribbean, 28 Nights (Q703B)
Roundtrip from Miami, FL, USA

from $3,739.00 (USD)

Per Person

+ $30,086.00 taxes/fees

Jan 19, 2027
through Feb 16, 2027

More offers from Cunard Line

Nights: 28

Ship: Queen Elizabeth

Price Per Night:$133.54 (USD)
(based on double occupancy, for comparison only)

Jan 19, 2027 through Feb 16, 2027

Itinerary: Miami, FL, USA, Freeport, Bahamas, Curacao, Antilles, Bonaire, Aruba, Aruba, Aruba, Miami, FL, USA, Nassau, Bahamas, Amber Cove,Dominican Republic, Grand Turk, Half Moon Cay...

Get to know friendly locals while exploring the incredible landscapes of the Caribbean. Find yourself among pristine beaches, verdant jungles, and warm natural pools under the sun.

Other Categories Starting At:

Inside

$3,739.00
Cat:IF
133.54 per night

Outside

$4,889.00
Cat:EF
174.61 per night

Balcony

$6,039.00
Cat:BF
215.68 per night

Suite

$15,739.00
Cat:P2
562.11 per night

More Details Contact Us

British Virgin Islands (18 offers included)