Search results Displaying 298 cruises

Oops there is no availability for the filters selected. Dive into a sea of recommended cruises for your Sailors.
6 nights
November 2025
Valiant Lady
Sat 29
Fri 05
View

San Juan to Barbados & the St. Isles

San Juan (Puerto Rico) Philipsburg Basseterre, Saint Kitts Roseau Bridgetown San Juan (Puerto Rico)

6 night cruise for 2 adults

Caribbean Departs San Juan (Puerto Rico)
Travel options available
From £4,599.00
per cabin
5 nights
November 2025
Scarlet Lady
Sun 30
Fri 05
View

Miami, Grand Turk (& back)

Miami Grand Turk Island Beach Club at Bimini Miami

5 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,099.00
per cabin
5 nights
December 2025
Scarlet Lady
Fri 05
Wed 10
View

Dominican Daze

Miami Puerto Plata Beach Club at Bimini Miami

5 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,199.00
per cabin
8 nights
December 2025
Valiant Lady
Fri 05
Sat 13
View

Nicky Jam x Virgin Voyages

San Juan (Puerto Rico) Willemstad Oranjestad Roseau Saint John's Philipsburg San Juan (Puerto Rico)

8 night cruise for 2 adults

Caribbean Departs San Juan (Puerto Rico)
Travel options available
From £4,699.00
per cabin
7 nights
December 2025
Resilient Lady
Sat 06
Sat 13
View

Cayman Coves & Jamaican Waterfalls

Miami Ocho Rios Georgetown, Grand Cayman Beach Club at Bimini Miami

7 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,299.00
per cabin
11 nights
December 2025
Brilliant Lady
Sun 07
Thu 18
View

Aruban Sunsets & Calm Cayman Days

Miami Oranjestad Cartagena Ocho Rios Georgetown, Grand Cayman Miami

11 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,699.00
per cabin
4 nights
December 2025
Scarlet Lady
Wed 10
Sun 14
View

Fire and Sunset Soirées

Miami Key West Beach Club at Bimini Miami

4 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £2,899.00
per cabin
7 nights
December 2025
Resilient Lady
Sat 13
Sat 20
View

Cayman Coves & Jamaican Waterfalls

Miami Ocho Rios Georgetown, Grand Cayman Beach Club at Bimini Miami

7 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,299.00
per cabin
7 nights
December 2025
Valiant Lady
Sat 13
Sat 20
View

St. Lucia, St. Maarten, Barbados & More

San Juan (Puerto Rico) Basseterre, Saint Kitts Castries Roseau Bridgetown Philipsburg San Juan (Puerto Rico)

7 night cruise for 2 adults

Caribbean Departs San Juan (Puerto Rico)
Travel options available
From £4,999.00
per cabin
5 nights
December 2025
Scarlet Lady
Sun 14
Fri 19
View

Riviera Maya

Miami Playa del Carmen Beach Club at Bimini Miami

5 night cruise for 2 adults

Caribbean Departs Miami
Travel options available
From £3,199.00
per cabin