British Virgin Islands

Beaches of the Virgin Islands
San Juan to San Juan

from $5,055.00 (USD)

Per Person

Jan 03, 2028
through Jan 08, 2028

More offers from Emerald Cruises

Nights: 5

Ship: Emerald Kaia

Price Per Night:$1,011.00 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2028 through Jan 08, 2028

Itinerary: San Juan, Puerto Rico, Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Virgin Gorda, British Virgin Islands, San Juan, Puerto Rico

Natural beauty and culture collide on this unforgettable Island cruise. Discover pristine beaches and turquoise waters as you delight in the spirit of local Caribbean life

Other Categories Starting At:

Outside

$5,055.00
Cat:D
1,011.00 per night

Balcony

N/A

Suite

$6,355.00
Cat:B
1,271.00 per night

More Details Contact Us

Treasure Islands 7 Nights

from $1,970.00 (USD)

Per Person

Feb 14, 2026
through Feb 21, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2026 through Feb 21, 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), Gustavia, St. Barts, Philipsburg, St. Maarten

Other Categories Starting At:

Inside

$1,970.00
Cat:Category 6
281.43 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

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

from $846.33 (USD)

Per Person

Mar 02, 2026
through Mar 09, 2026

More offers from Norwegian Cruise Line

Nights: 7

Ship: Norwegian Sky

Price Per Night:$120.90 (USD)
(based on double occupancy, for comparison only)

Mar 02, 2026 through Mar 09, 2026

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

$846.33
Cat:IF
120.90 per night

Outside

$996.33
Cat:OF
142.33 per night

Balcony

$1,626.33
Cat:BF
232.33 per night

Suite

$3,446.33
Cat:SE
492.33 per night

More Details Contact Us

Tortola, St. Kitts & Puerto Plata

from $1,160.48 (USD)

Per Person

Jul 19, 2026
through Jul 26, 2026

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Beyond

Price Per Night:$165.78 (USD)
(based on double occupancy, for comparison only)

Jul 19, 2026 through Jul 26, 2026

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

Other Categories Starting At:

Inside

$1,160.48
Cat:Z
165.78 per night

Outside

$1,325.98
Cat:Y
189.43 per night

Balcony

$1,642.48
Cat:X
234.64 per night

Suite

$3,545.48
Cat:W
506.50 per night

More Details Contact Us

A Journey from Miami to San Juan

from $4,985.00 (USD)

Per Person

Dec 22, 2025
through Dec 29, 2025

More offers from Explora Journeys

Nights: 7

Ship: Explora II

Price Per Night:$712.14 (USD)
(based on double occupancy, for comparison only)

Dec 22, 2025 through Dec 29, 2025

Itinerary: Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$4,985.00
Cat:OT1
712.14 per night

More Details Contact Us

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan

from $1,150.00 (USD)

Per Person

Mar 08, 2026
through Mar 22, 2026

More offers from Princess Cruises®

Nights: 14

Ship: Grand Princess

Price Per Night:$82.14 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2026 through Mar 22, 2026

Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan

Other Categories Starting At:

Inside

$1,150.00
Cat:IF
82.14 per night

Outside

$1,382.00
Cat:OZ
98.71 per night

Balcony

$1,870.00
Cat:BF
133.57 per night

Suite

$2,380.00
Cat:ME
170.00 per night

More Details Contact Us

Caribbean: St. Thomas & Dominican Republic
Roundtrip from Orlando-Beaches-Port Canaveral, Fl

from $1,322.34 (USD)

Per Person

Jan 06, 2027
through Jan 15, 2027

More offers from Norwegian Cruise Line

Nights: 9

Ship: Norwegian Escape

Price Per Night:$146.93 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2027 through Jan 15, 2027

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

On the island side of things, you will never be short of Insta-worthy photos in the most colorful city of The Caribbean, San Juan. Not only is the island rich in color, but in food, too! Go scuba diving along the coast of Puerto Plata and end the day with refreshing drinks made with local Dominican rums. Take a walk on the Dutch side of the Caribbean island, Saint Martin, where the dock is practically attached to the sun-soaked beach.

Other Categories Starting At:

Inside

$1,322.34
Cat:IF
146.93 per night

Outside

$1,692.34
Cat:OB
188.04 per night

Balcony

$1,902.34
Cat:BF
211.37 per night

Suite

$2,152.34
Cat:MC
239.15 per night

More Details Contact Us

Caribbean Cruise: Barbados, St. Lucia & St. Kitts

from $2,959.00 (USD)

Per Person

Nov 14, 2026
through Nov 28, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

Price Per Night:$211.36 (USD)
(based on double occupancy, for comparison only)

Nov 14, 2026 through Nov 28, 2026

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown

Other Categories Starting At:

Inside

$2,959.00
Cat:12
211.36 per night

Outside

$3,659.00
Cat:08
261.36 per night

Balcony

$3,989.00
Cat:V3
284.93 per night

Suite

$7,169.00
Cat:N2
512.07 per night

More Details Contact Us

Blissful Bvi
10 nights on board Seven Seas Mariner

from $6,299.00 (USD)

Per Person

Apr 05, 2027
through Apr 15, 2027

More offers from Regent Seven Seas Cruises

Nights: 10

Ship: Seven Seas Mariner

Price Per Night:$629.90 (USD)
(based on double occupancy, for comparison only)

Apr 05, 2027 through Apr 15, 2027

Itinerary: Miami, Nassau, Cruising The Atlantic Ocean, San Juan, Charlotte Amalie, St. John's, Gustavia, Tortola, Cruising The Atlantic Ocean, Miami

Other Categories Starting At:

Outside

N/A

Balcony

N/A

Suite

$6,299.00
Cat:H
629.90 per night

More Details Contact Us

Valiant Caribbean Holidays

from $1,464.00 (USD)

Per Person

Dec 20, 2025
through Dec 27, 2025

More offers from Virgin Voyages

Nights: 7

Ship: Valiant Lady

Price Per Night:$209.14 (USD)
(based on double occupancy, for comparison only)

Dec 20, 2025 through Dec 27, 2025

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

This 7-night idyllic journey departs from San Juan and docks the next day in St. Maarten. From there you'll head to St. Kitts followed by St. Johns in Antigua - the quintessential paradise lover's paradise - where you'll discover the epitome of a tropical haven. From there you'll dock in St. Lucia, then spend a day sailing to the British Virgin Islands before finally returning to San Juan.

Other Categories Starting At:

Inside

N/A

Outside

$1,464.00
Cat:VZ
209.14 per night

Balcony

$1,674.00
Cat:TZ
239.14 per night

Suite

$4,435.00
Cat:SS
633.57 per night

More Details Contact Us

16-Day Eastern Caribbean Holiday: Amber Cove & Bahamas
Roundtrip from Fort Lauderdale

from $3,264.00 (USD)

Per Person

+ $200.00 taxes/fees

Dec 11, 2026
through Dec 27, 2026

More offers from Holland America Line

Nights: 16

Ship: Nieuw Amsterdam

Price Per Night:$204.00 (USD)
(based on double occupancy, for comparison only)

Dec 11, 2026 through Dec 27, 2026

Itinerary: Fort Lauderdale, St Maarten, Antigua, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Grand Turk, Amber Cove, Key West, Fort Lauderdale

Other Categories Starting At:

Inside

$3,264.00
Cat:N
204.00 per night

Outside

$3,764.00
Cat:HH
235.25 per night

Balcony

$4,364.00
Cat:VH
272.75 per night

Suite

$6,864.00
Cat:SZ
429.00 per night

Category N - Flash Special: Book by Sunday 07/20/2025

More Details Contact Us

Caribbean & Central America Cruise
Miami to Miami

from $6,300.00 (USD)

Per Person

Nov 07, 2026
through Nov 18, 2026

More offers from Silversea Cruises

Nights: 11

Ship: Silver Shadow

Price Per Night:$572.73 (USD)
(based on double occupancy, for comparison only)

Nov 07, 2026 through Nov 18, 2026

Itinerary: Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Jost Van Dyke (British Virgin Islands), Day at sea, Miami, Fl

Other Categories Starting At:

Outside

N/A

Balcony

N/A

Suite

$6,300.00
Cat:VI
572.73 per night

More Details Contact Us

Southern Caribbean Cruise: St.Barts, Antigua & Tortola

from $2,119.00 (USD)

Per Person

Jan 05, 2027
through Jan 14, 2027

More offers from Azamara

Nights: 9

Ship: Azamara Journey

Price Per Night:$235.44 (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

$2,119.00
Cat:12
235.44 per night

Outside

$2,589.00
Cat:08
287.67 per night

Balcony

$2,929.00
Cat:V3
325.44 per night

Suite

$4,489.00
Cat:N2
498.78 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), Gustavia, St. Barts, Philipsburg, St. Maarten

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

Valiant Caribbean Holidays

from $1,464.00 (USD)

Per Person

Dec 19, 2026
through Dec 26, 2026

More offers from Virgin Voyages

Nights: 7

Ship: Valiant Lady

Price Per Night:$209.14 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2026 through Dec 26, 2026

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

This 7-night idyllic journey departs from San Juan and docks the next day in St. Maarten. From there you'll head to St. Kitts followed by St. Johns in Antigua - the quintessential paradise lover's paradise - where you'll discover the epitome of a tropical haven. From there you'll dock in St. Lucia, then spend a day sailing to the British Virgin Islands before finally returning to San Juan.

Other Categories Starting At:

Inside

$1,464.00
Cat:IZ
209.14 per night

Outside

$1,673.00
Cat:VZ
239.00 per night

Balcony

$1,883.00
Cat:TZ
269.00 per night

Suite

$4,830.00
Cat:SS
690.00 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

Other Categories Starting At:

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

Caribbean Holiday Cruise: San Juan, St. Barts & Curacao

from $4,019.00 (USD)

Per Person

Dec 18, 2026
through Jan 05, 2027

More offers from Azamara

Nights: 18

Ship: Azamara Journey

Price Per Night:$223.28 (USD)
(based on double occupancy, for comparison only)

Dec 18, 2026 through Jan 05, 2027

Itinerary: San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Gustavia, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Willemstad, Oranjestad, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan

Other Categories Starting At:

Inside

$4,019.00
Cat:11
223.28 per night

Outside

$4,659.00
Cat:08
258.83 per night

Balcony

$5,089.00
Cat:V3
282.72 per night

Suite

$8,999.00
Cat:N2
499.94 per night

More Details Contact Us

14-Day Southern Caribbean Adventurer
Roundtrip from San Juan

from $1,254.00 (USD)

Per Person

Nov 30, 2025
through Dec 14, 2025

More offers from Princess Cruises®

Nights: 14

Ship: Grand Princess

Price Per Night:$89.57 (USD)
(based on double occupancy, for comparison only)

Nov 30, 2025 through Dec 14, 2025

Itinerary: San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, Barbados, St Lucia, Antigua, Tortola, St Kitts, San Juan

Other Categories Starting At:

Inside

$1,254.00
Cat:IF
89.57 per night

Outside

$1,454.00
Cat:OZ
103.86 per night

Balcony

$1,604.00
Cat:BF
114.57 per night

Suite

$2,054.00
Cat:ME
146.71 per night

More Details Contact Us

Southern Caribbean Cruise

from $945.94 (USD)

Per Person

Jan 30, 2027
through Feb 06, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$135.13 (USD)
(based on double occupancy, for comparison only)

Jan 30, 2027 through Feb 06, 2027

Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$945.94
Cat:Z
135.13 per night

Outside

$995.94
Cat:Y
142.28 per night

Balcony

$1,245.94
Cat:X
177.99 per night

Suite

$2,835.94
Cat:S1
405.13 per night

More Details Contact Us

Southern Caribbean Voyage

from $2,209.00 (USD)

Per Person

Nov 08, 2025
through Nov 15, 2025

More offers from Azamara

Nights: 7

Ship: Azamara Quest

Price Per Night:$315.57 (USD)
(based on double occupancy, for comparison only)

Nov 08, 2025 through Nov 15, 2025

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

Other Categories Starting At:

Inside

$2,209.00
Cat:12
315.57 per night

Outside

$2,579.00
Cat:08
368.43 per night

Balcony

$3,289.00
Cat:V2
469.86 per night

Suite

$4,409.00
Cat:N1
629.86 per night

More Details Contact Us

British Virgin Islands (20 offers included)