from
$3,999.00
(USD)
Per Person
+ $99.00 taxes/fees
Nov 30, 2025
through Dec 13, 2025
through Dec 13, 2025
Nights:
13
Ship:
Star Pride
Price Per Night:$307.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 30, 2025
through Dec 13, 2025
This is the kind of voyage where each day is postcard-perfect and no two are exactly alike. Get a champagne facial at BVI’s Jost Van Dyke’s Bubbly Pool with its effervescent fizz powered by the ocean, and trek through huge round granite boulders on Virgin Gorda, BVI to find The Baths, its eerie grottoes dancing with light from the turquoise water. Kayak through a bioluminescent bay near San Juan, your paddle drawing glowing patterns in the dark waters.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,121.93
(USD)
Per Person
Jan 12, 2026
through Jan 23, 2026
through Jan 23, 2026
Nights:
11
Ship:
Norwegian Breakaway
Price Per Night:$101.99 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 12, 2026
through Jan 23, 2026
Get ready to experience your own slice of paradise on this roundtrip cruise to The Caribbean aboard Norwegian Breakaway. 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.
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Inside
Outside
Balcony
Suite
from
$800.68
(USD)
Per Person
Jan 11, 2026
through Jan 18, 2026
through Jan 18, 2026
Nights:
7
Ship:
Norwegian Epic
Price Per Night:$114.38 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2026
through Jan 18, 2026
Soak in the best of paradise on this round-trip cruise from San Juan on Norwegian Epic. In St. John’s, see the baroque towers of St. John's Cathedral and visit the historic Fort James and the Antigua Lighthouse. Stroll Bridgetown’s inviting beaches of Carlisle Bay or tour one of the popular rum factories.
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Inside
Outside
Balcony
Suite
Transatlantic Crossing And Caribbean Celebration, 30 Nights (M634B)
Roundtrip from London (Southampton), England
Roundtrip from London (Southampton), England
from
$6,522.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Dec 12, 2026
through Jan 11, 2027
through Jan 11, 2027
Nights:
30
Ship:
Queen Mary 2
Price Per Night:$217.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Jan 11, 2027
Sugar white sands and palm trees swaying against the sound of steel drums are the stuff of dreams on this Caribbean voyage. Plus, on Christmas Day, enjoy a feast without the worry of who’s washing up!
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,299.00
(USD)
Per Person
Dec 28, 2026
through Jan 07, 2027
through Jan 07, 2027
Nights:
10
Ship:
Allura
Price Per Night:$429.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 28, 2026
through Jan 07, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,099.00
(USD)
Per Person
Dec 12, 2026
through Dec 28, 2026
through Dec 28, 2026
Nights:
16
Ship:
Azamara Journey
Price Per Night:$193.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Dec 28, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,707.00
(USD)
Per Person
+ $15,549.00 taxes/fees
Oct 27, 2026
through Nov 17, 2026
through Nov 17, 2026
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$81.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 27, 2026
through Nov 17, 2026
As Queen Elizabeth makes her way from one sun-kissed island to the next, treasure every minute both on board and ashore. In port, explore storied streets or perhaps find a beach to call your own.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Jan 31, 2027
through Feb 07, 2027
through Feb 07, 2027
Nights:
7
Ship:
Celebrity Xcel
Price Per Night:$182.46 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 31, 2027
through Feb 07, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,884.00
(USD)
Per Person
+ $145.00 taxes/fees
Apr 01, 2026
through Apr 10, 2026
through Apr 10, 2026
Nights:
9
Ship:
Koningsdam
Price Per Night:$209.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 01, 2026
through Apr 10, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Category N - Flash Special: Book by Sunday 07/06/2025
from
$2,170.15
(USD)
Per Person
Dec 23, 2026
through Jan 03, 2027
through Jan 03, 2027
Nights:
11
Ship:
Norwegian Pearl
Price Per Night:$197.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 23, 2026
through Jan 03, 2027
Set out on a captivating 11-day sailing from Philadelphia, leaving behind the East Coast skyline for the sunlit allure of the Caribbean. Stop at St. Thomas, where blue waters invite you to snorkel at Magens Bay, explore the charming boutiques of Charlotte Amalie, or simply immerse yourself in the island’s relaxed ambiance. Next, discover the green hills and hidden beaches of Road Town, Tortola - hike up Sage Mountain for sweeping views or trace the coastline by boat.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,894.00
(USD)
Per Person
+ $310.00 taxes/fees
Jan 03, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
28
Ship:
Zuiderdam
Price Per Night:$174.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 31, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Category N - Flash Special: Book by Sunday 07/06/2025
from
$2,691.00
(USD)
Per Person
Dec 28, 2026
through Jan 07, 2027
through Jan 07, 2027
Nights:
10
Ship:
Brilliant Lady
Price Per Night:$269.10 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 28, 2026
through Jan 07, 2027
Depart Miami and sail 2 days to the bounding beaches (& beach bars) of Philipsburg, Saint Maarten. The next day ring in the New Year surrounded by the iridescent waters and flawless vibes of Basseterre, St. Kitts, followed by Tortola, British Virgin Islands then the world-renowned paradise oasis of St. John's, Antigua. Sail 2 more days to the private Beach Club at Bimini before returning to Miami.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,799.00
(USD)
Per Person
Jan 27, 2027
through Feb 05, 2027
through Feb 05, 2027
Nights:
9
Ship:
Allura
Price Per Night:$422.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 27, 2027
through Feb 05, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,864.00
(USD)
Per Person
+ $240.00 taxes/fees
Jan 03, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
21
Ship:
Zuiderdam
Price Per Night:$184.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 24, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Category N - Flash Special: Book by Sunday 07/06/2025
from
$1,162.00
(USD)
Per Person
Dec 14, 2026
through Dec 23, 2026
through Dec 23, 2026
Nights:
9
Ship:
Brilliant Lady
Price Per Night:$129.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2026
through Dec 23, 2026
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,254.00
(USD)
Per Person
Feb 20, 2027
through Feb 27, 2027
through Feb 27, 2027
Nights:
7
Ship:
Valiant Lady
Price Per Night:$179.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 20, 2027
through Feb 27, 2027
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,985.00
(USD)
Per Person
Dec 22, 2025
through Dec 29, 2025
through Dec 29, 2025
Nights:
7
Ship:
Explora II
Price Per Night:$712.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 22, 2025
through Dec 29, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,499.00
(USD)
Per Person
+ $120.00 taxes/fees
Feb 28, 2026
through Mar 14, 2026
through Mar 14, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$321.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 14, 2026
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
Outside
Balcony
Suite
from
$4,204.00
(USD)
Per Person
+ $30,086.00 taxes/fees
Jan 19, 2027
through Feb 16, 2027
through Feb 16, 2027
Nights:
28
Ship:
Queen Elizabeth
Price Per Night:$150.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 19, 2027
through Feb 16, 2027
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
Outside
Balcony
Suite
from
$845.00
(USD)
Per Person
Jan 03, 2027
through Jan 10, 2027
through Jan 10, 2027
Nights:
7
Ship:
Crown Princess
Price Per Night:$120.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2027
through Jan 10, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
