"Twenty years from now you will be more disappointed by the things you didn't do than by the ones you did do.

                   So throw off the bowlines, sail away from the safe harbor. Catch the trade winds in your sails."

                                                                                       - Mark Twain 

 

        Explore.    Dream.    Discover.

US Virgin Islands (20 offers included)

14-Day Eastern & Western Caribbean: San Juan & Mexico
Roundtrip from Fort Lauderdale
from $2,514.00 (USD)
Per Person
+ $245.00 taxes/fees
Feb 22, 2026
through Mar 08, 2026
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Eurodam
Price Per Night:$179.57 (USD)
(based on double occupancy, for comparison only)
Feb 22, 2026 through Mar 08, 2026
Other Categories Starting At:
Inside
$2,514.00
Cat:N
179.57 per night
Outside
$2,724.00
Cat:HH
194.57 per night
Balcony
$3,154.00
Cat:VH
225.29 per night
Suite
$5,074.00
Cat:SZ
362.43 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Dolphin Swim, Coral World, And Coki Beach
from $260.00 (USD)
Per Person
Jul 05, 2025
through Jul 05, 2027
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Jul 05, 2025 through Jul 05, 2027
The interaction with a dolphin is a once-in-a-lifetime experience not to be missed. Afterward, take advantage of the remainder of your tour to experience a specially designed ocean center and the beach.
More Details Contact Us
Sea Lion Swim, Coral World And Coki Beach
from $270.00 (USD)
Per Person
Jul 05, 2025
through Jul 05, 2027
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Jul 05, 2025 through Jul 05, 2027
A special opportunity to swim with Sea Lions, explore Coral World and spend time at the beach
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,440.00 (USD)
Per Person
Jan 11, 2026
through Jan 25, 2026
Grand Princess in Hawaii
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$102.86 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2026 through Jan 25, 2026
Other Categories Starting At:
Inside
$1,440.00
Cat:IF
102.86 per night
Outside
$1,610.00
Cat:OF
115.00 per night
Balcony
$2,030.00
Cat:BF
145.00 per night
Suite
$2,420.00
Cat:ME
172.86 per night
More Details Contact Us
Caribbean: Dominican Republic & Antigua
Roundtrip from Miami, Fl
from $1,047.39 (USD)
Per Person
Jan 05, 2026
through Jan 15, 2026
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 10
Price Per Night:$104.74 (USD)
(based on double occupancy, for comparison only)
Jan 05, 2026 through Jan 15, 2026
Turn up the chill this winter island-hopping the best of The Caribbean. 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. Then snorkel among colorful tropical fish and green sea turtles in St. Thomas at Turtle Cove. Shake things up in San Juan on a guided tour that includes custom cocktails, culinary treats and historic sites.
Other Categories Starting At:
Inside
$1,047.39
Cat:IF
104.74 per night
Outside
$1,447.39
Cat:OB
144.74 per night
Balcony
$1,627.39
Cat:BF
162.74 per night
Suite
$2,097.39
Cat:MB
209.74 per night
More Details Contact Us
8-Day Eastern Caribbean with St. Thomas
Roundtrip from Port Canaveral (Orlando)
from $879.00 (USD)
Per Person
Dec 14, 2025
through Dec 22, 2025
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 8
Ship: Sky Princess
Price Per Night:$109.88 (USD)
(based on double occupancy, for comparison only)
Dec 14, 2025 through Dec 22, 2025
Other Categories Starting At:
Inside
$879.00
Cat:IF
109.88 per night
Outside
N/A
Balcony
$1,079.00
Cat:BF
134.88 per night
Suite
$1,479.00
Cat:MF
184.88 per night
More Details Contact Us
9-Day Eastern Caribbean: U.S. And British Virgin Islands
Roundtrip from Fort Lauderdale
from $2,039.00 (USD)
Per Person
+ $150.00 taxes/fees
Jan 29, 2027
through Feb 07, 2027
Nieuw Amsterdam
Holland America Line logo
More offers from Holland America Line
Nights: 9
Price Per Night:$226.56 (USD)
(based on double occupancy, for comparison only)
Jan 29, 2027 through Feb 07, 2027
Other Categories Starting At:
Inside
$2,039.00
Cat:N
226.56 per night
Outside
$2,289.00
Cat:HH
254.33 per night
Balcony
$2,589.00
Cat:VH
287.67 per night
Suite
$4,089.00
Cat:SZ
454.33 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Caribbean, 26 Nights (Q709A)
Roundtrip from Miami, FL, USA
from $3,659.00 (USD)
Per Person
+ $14,025.00 taxes/fees
Mar 18, 2027
through Apr 13, 2027
Queen Elizabeth
Cunard Line logo
More offers from Cunard Line
Nights: 26
Price Per Night:$140.73 (USD)
(based on double occupancy, for comparison only)
Mar 18, 2027 through Apr 13, 2027
This 26-night sailing takes you to charming port towns across the Caribbean. See colorful murals in Castries, flit between beaches and boutiques in Bridgetown, and walk on cobblestones in San Juan.
Other Categories Starting At:
Inside
$3,659.00
Cat:IE
140.73 per night
Outside
$4,349.00
Cat:FC
167.27 per night
Balcony
$5,484.00
Cat:CB
210.92 per night
Suite
$15,704.00
Cat:P2
604.00 per night
More Details Contact Us
From the Caribbean to the Amazon
Roundtrip from San Juan
from $9,999.00 (USD)
Per Person
Dec 15, 2026
through Jan 05, 2027
Offer Image
Viking Ocean Cruises logo
More offers from Viking Ocean Cruises
Nights: 21
Ship: Viking Sea
Price Per Night:$476.14 (USD)
(based on double occupancy, for comparison only)
Dec 15, 2026 through Jan 05, 2027
Follow the Caribbean and Atlantic to the legendary Amazon during an exciting 22-day cruise. From San Juan, sail to Barbados and the Îles du Salut of French Guiana. Then cruise along the Amazon, calling on historic riverside ports along the way. Return to the Caribbean, where you can explore the lush tropical splendor and colonial histories of Tobago, St. Lucia, Antigua and St. Thomas.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$34,999.00
Cat:OS
1,666.62 per night
More Details Contact Us
28-Day Panama Canal & Eastern Caribbean
Vancouver to Fort Lauderdale
from $4,924.00 (USD)
Per Person
+ $260.00 taxes/fees
Oct 05, 2025
through Nov 02, 2025
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 28
Ship: Eurodam
Price Per Night:$175.86 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Nov 02, 2025
Other Categories Starting At:
Inside
$4,924.00
Cat:N
175.86 per night
Outside
$5,054.00
Cat:HH
180.50 per night
Balcony
$6,444.00
Cat:VH
230.14 per night
Suite
$10,394.00
Cat:SZ
371.21 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Caribbean: Curacao & Aruba
New York City, Ny to New Orleans, La
from $1,356.47 (USD)
Per Person
Oct 11, 2025
through Oct 25, 2025
Offer Image
Norwegian Cruise Line logo
More offers from Norwegian Cruise Line
Nights: 14
Price Per Night:$96.89 (USD)
(based on double occupancy, for comparison only)
Oct 11, 2025 through Oct 25, 2025
Find your happy place on board Norwegian Escape – and onshore the beautiful destinations you visit! In Aruba, go for a stroll and discover the charming sherbet-colored Dutch colonial buildings, draped in bougainvillea, oleander and hibiscus. Water lover? Splash the day away on along the shoreline of a secluded beach in Curacao or dive right in and snorkel beside tropical fish of every color.
Other Categories Starting At:
Inside
$1,356.47
Cat:IF
96.89 per night
Outside
$1,616.47
Cat:OB
115.46 per night
Balcony
$1,826.47
Cat:BD
130.46 per night
Suite
$2,036.47
Cat:MC
145.46 per night
More Details Contact Us
14-Day Eastern/Western Caribbean Adventurer
Roundtrip from Fort Lauderdale
from $1,298.00 (USD)
Per Person
Apr 25, 2026
through May 09, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$92.71 (USD)
(based on double occupancy, for comparison only)
Apr 25, 2026 through May 09, 2026
Other Categories Starting At:
Inside
$1,298.00
Cat:IF
92.71 per night
Outside
N/A
Balcony
$1,828.00
Cat:DW
130.57 per night
Suite
$2,278.00
Cat:MF
162.71 per night
More Details Contact Us
18-Day Eastern Caribbean: Bahamas & San Juan Holiday
Roundtrip from Fort Lauderdale
from $3,829.00 (USD)
Per Person
+ $245.00 taxes/fees
Dec 27, 2025
through Jan 14, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 18
Ship: Koningsdam
Price Per Night:$212.72 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 14, 2026
Other Categories Starting At:
Inside
$3,829.00
Cat:N
212.72 per night
Outside
$4,169.00
Cat:F
231.61 per night
Balcony
$4,729.00
Cat:VH
262.72 per night
Suite
$5,919.00
Cat:BC
328.83 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,710.00 (USD)
Per Person
Feb 28, 2027
through Mar 14, 2027
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$122.14 (USD)
(based on double occupancy, for comparison only)
Feb 28, 2027 through Mar 14, 2027
Other Categories Starting At:
Inside
$1,710.00
Cat:IF
122.14 per night
Outside
$1,972.00
Cat:OZ
140.86 per night
Balcony
$2,610.00
Cat:BF
186.43 per night
Suite
$3,360.00
Cat:ME
240.00 per night
More Details Contact Us
St Thomas Catamaran Snorkel
from $189.00 (USD)
Per Person
Jul 05, 2025
through Jul 05, 2027
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Jul 05, 2025 through Jul 05, 2027
Embark on an enchanting snorkeling journey in St. John's US Virgin Islands National Park aboard a spacious catamaran, complete with a picnic lunch and open bar.
More Details Contact Us
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands
Roundtrip from Fort Lauderdale
from $4,654.00 (USD)
Per Person
+ $295.00 taxes/fees
Mar 06, 2027
through Mar 27, 2027
Rotterdam Exterior
Holland America Line logo
More offers from Holland America Line
Nights: 21
Ship: Rotterdam
Price Per Night:$221.62 (USD)
(based on double occupancy, for comparison only)
Mar 06, 2027 through Mar 27, 2027
Other Categories Starting At:
Inside
$4,654.00
Cat:N
221.62 per night
Outside
$5,854.00
Cat:F
278.76 per night
Balcony
$6,104.00
Cat:VH
290.67 per night
Suite
$8,004.00
Cat:BC
381.14 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
14-Day Southern Caribbean Adventurer
Roundtrip from San Juan
from $1,410.00 (USD)
Per Person
Feb 01, 2026
through Feb 15, 2026
Grand Princess in Hawaii
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Price Per Night:$100.71 (USD)
(based on double occupancy, for comparison only)
Feb 01, 2026 through Feb 15, 2026
Other Categories Starting At:
Inside
$1,410.00
Cat:IF
100.71 per night
Outside
$1,660.00
Cat:OZ
118.57 per night
Balcony
N/A
Suite
$3,200.00
Cat:MB
228.57 per night
More Details Contact Us
14-Day Eastern Caribbean: Bahamas & San Juan
Roundtrip from Fort Lauderdale
from $3,164.00 (USD)
Per Person
+ $230.00 taxes/fees
Feb 07, 2027
through Feb 21, 2027
Nieuw Statendam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Price Per Night:$226.00 (USD)
(based on double occupancy, for comparison only)
Feb 07, 2027 through Feb 21, 2027
Other Categories Starting At:
Inside
$3,164.00
Cat:N
226.00 per night
Outside
$3,664.00
Cat:F
261.71 per night
Balcony
$3,954.00
Cat:VH
282.43 per night
Suite
$5,184.00
Cat:BC
370.29 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $671.13 (USD)
Per Person
Jan 31, 2026
through Feb 07, 2026
Offer Image
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 7
Price Per Night:$95.88 (USD)
(based on double occupancy, for comparison only)
Jan 31, 2026 through Feb 07, 2026
Other Categories Starting At:
Inside
$671.13
Cat:ZI
95.88 per night
Outside
$711.13
Cat:YO
101.59 per night
Balcony
$991.13
Cat:XB
141.59 per night
Suite
N/A
More Details Contact Us
Discover the yachting islands of the Caribbean
San Juan to St Thomas
from $14,710.00 (USD)
Per Person
Feb 28, 2026
through Mar 14, 2026
Offer Image
Emerald Cruises logo
More offers from Emerald Cruises
Nights: 14
Price Per Night:$1,050.71 (USD)
(based on double occupancy, for comparison only)
Feb 28, 2026 through Mar 14, 2026
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
Other Categories Starting At:
Outside
N/A
Balcony
$14,710.00
Cat:B
1,050.71 per night
Suite
$22,520.00
Cat:T
1,608.57 per night
More Details Contact Us