from
$1,613.00
(USD)
Per Person
+ $19,317.00 taxes/fees
Nov 18, 2025
through Dec 09, 2025
through Dec 09, 2025
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$76.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 18, 2025
through Dec 09, 2025
Experience the unparalleled beauty of Montego Bay’s beaches on this 21-night voyage. You’ll also enjoy calls in Mexico, Puerto Rico, and Caribbean islands, including a late evening call in Bridgetown.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,699.00
(USD)
Per Person
+ $116.00 taxes/fees
Feb 17, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
18
Ship:
Wind Surf
Price Per Night:$316.61 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2026
through Mar 07, 2026
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
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
$1,254.00
(USD)
Per Person
Nov 30, 2025
through Dec 14, 2025
through Dec 14, 2025
Nights:
14
Ship:
Grand Princess
Price Per Night:$89.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 30, 2025
through Dec 14, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,652.05
(USD)
Per Person
Oct 24, 2026
through Nov 06, 2026
through Nov 06, 2026
Nights:
13
Ship:
Norwegian Sun
Price Per Night:$127.08 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 24, 2026
through Nov 06, 2026
Sail from the vibrant lights of New York City, watching the skyline fade as you drift southward toward Miami, where palm trees sway in the balmy breeze. Along the way, discover destinations you’ll love. At the Royal Naval Dockyard in Bermuda, roam historic forts or relax on pink sands that meet turquoise waters. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,304.00
(USD)
Per Person
Oct 19, 2025
through Nov 02, 2025
through Nov 02, 2025
Nights:
14
Ship:
Grand Princess
Price Per Night:$93.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 19, 2025
through Nov 02, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,599.00
(USD)
Per Person
+ $48.00 taxes/fees
Jan 04, 2026
through Jan 18, 2026
through Jan 18, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$328.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2026
through Jan 18, 2026
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,242.12
(USD)
Per Person
Nov 08, 2026
through Nov 15, 2026
through Nov 15, 2026
Nights:
7
Ship:
Norwegian Aqua
Price Per Night:$177.45 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 08, 2026
through Nov 15, 2026
Make New Waves on board the all-new Norwegian Aqua™, the latest evolution of our innovative Prima Class. Sail from sunny Miami to the Dominican Republic, where you can catch spectacular views at the top of Pico Isabel de Torres Mountain. Find natural treasures in St. Thomas and Tortola, home to pirate legends and amazing coastal cuisine. Then splash the day away at Great Stirrup Cay, Norwegian’s very own private island where you can relax on the beach, grab a cocktail or even ride a zipline.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,610.00
(USD)
Per Person
Jan 19, 2026
through Jan 29, 2026
through Jan 29, 2026
Nights:
10
Ship:
Le Bellot
Price Per Night:$761.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 19, 2026
through Jan 29, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,970.00
(USD)
Per Person
Jan 31, 2026
through Feb 07, 2026
through Feb 07, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 31, 2026
through Feb 07, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,049.00
(USD)
Per Person
Nov 08, 2025
through Nov 22, 2025
through Nov 22, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$289.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 08, 2025
through Nov 22, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Amenity Departure Dates
from
$6,099.00
(USD)
Per Person
+ $109.00 taxes/fees
Feb 09, 2026
through Feb 28, 2026
through Feb 28, 2026
Nights:
19
Ship:
Wind Surf
Price Per Night:$321.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 09, 2026
through Feb 28, 2026
Begin in Colón by exploring the engineering wonder of the Panama Canal. In Bocas del Toro, soak up the laidback atmosphere and colorful clapboard houses before heading to Isla San Andres to swim with puffer fish and sea turtles at the UNESCO Biosphere Reserve. Snorkel and kayak with dolphins in the ocean playground of Roatan, and sample baleadas and pastilles with delicious Honduran coffee.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,339.00
(USD)
Per Person
Nov 21, 2026
through Nov 28, 2026
through Nov 28, 2026
Nights:
7
Ship:
Azamara Journey
Price Per Night:$191.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2026
through Nov 28, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Jan 30, 2027
through Feb 06, 2027
through Feb 06, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$135.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 30, 2027
through Feb 06, 2027
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Amenity Departure Dates
from
$4,949.00
(USD)
Per Person
Dec 10, 2025
through Dec 21, 2025
through Dec 21, 2025
Nights:
11
Ship:
Allura
Price Per Night:$449.91 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 10, 2025
through Dec 21, 2025
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Amenity Departure Dates
from
$2,599.00
(USD)
Per Person
+ $68.00 taxes/fees
Mar 28, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
7
Ship:
Wind Surf
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 28, 2026
through Apr 04, 2026
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,545.00
(USD)
Per Person
+ $13,163.00 taxes/fees
Sep 24, 2026
through Oct 27, 2026
through Oct 27, 2026
Nights:
33
Ship:
Queen Elizabeth
Price Per Night:$107.42 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Sep 24, 2026
through Oct 27, 2026
Dusty hilltops. Verdant jungles. Sugar white sands. This 33-night sailing allows you to explore natural beauty across the Americas, plus the manmade wonder that is the Panama Canal on the way.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,699.00
(USD)
Per Person
Mar 09, 2026
through Mar 21, 2026
through Mar 21, 2026
Nights:
12
Ship:
Allura
Price Per Night:$391.58 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 09, 2026
through Mar 21, 2026
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Amenity Departure Dates
