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Caribbean Cruises

Caribbean Cruises

Candy-colored cocktails sipped in seaside watering holes. Carefree days followed by calypso-flavored nights. These are the siren songs that lure anyone with a yacht and a yearning to escape to the incomparable Caribbean Islands. Whether youre sailing through turquoise waters, lazing on powdery white beaches, the glamorous harbors and unknown coves of this area remain a hidden treasure.

Explore Caribbean Cruises

Sort by: Sailing Date | Price | Cruise Line | Duration

7-Day Eastern Caribbean Holiday

7-Day Eastern Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Zuiderdam

Sailing Dates: Dec 20 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Eastern Caribbean Holiday

14-Day Eastern & Tropical Caribbean Holiday

14-Day Eastern & Tropical Caribbean Holiday

Starting from $2,299*

Cruise Line: Holland America Line

Ship: ms Zuiderdam

Sailing Dates: Dec 20 2019

Port: Los Angeles, California, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

14-Day Eastern & Tropical Caribbean Holiday

7-Day Tropical Caribbean Holiday

7-Day Tropical Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Nieuw Amsterdam

Sailing Dates: Dec 21 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Tropical Caribbean Holiday

7-Day Western Caribbean Holiday

7-Day Western Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Eurodam

Sailing Dates: Dec 21 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Western Caribbean Holiday

14-Day Western & Tropical Caribbean Holiday

14-Day Western & Tropical Caribbean Holiday

Starting from $1,349*

Cruise Line: Holland America Line

Ship: ms Eurodam

Sailing Dates: Dec 21 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

14-Day Western & Tropical Caribbean Holiday

14-Day Holiday Caribbean

14-Day Holiday Caribbean

Starting from $5,999*

Cruise Line: Seabourn Cruise

Ship: Seabourn Odyssey

Sailing Dates: Dec 21 2019

Port: Bridgetown, Barbados to Bridgetown, Barbados

( Note: Optional tours are available from most ports for an additional charge. )

14-Day Holiday Caribbean

14-Day Holiday Cuban & Caribbean Stars

14-Day Holiday Cuban & Caribbean Stars

Starting from $6,999*

Cruise Line: Seabourn Cruise

Ship: Seabourn Sojourn

Sailing Dates: Dec 21 2019

Port: San Juan, Puerto Rico to Miami, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

14-Day Holiday Cuban & Caribbean Stars

7 days - Yachtsman's Caribbean [St. Maarten to St. Maarten]

7 days - Yachtsman's Caribbean [St. Maarten to St. Maarten]

Starting from $2,199*

Cruise Line: Windstar Cruise

Ship: Wind Surf

Sailing Dates: Dec 21 2019 | Jan 04 2020 | Mar 07 2020 | Mar 21 2020 | Dec 12 2020 | Dec 26 2020 | Feb 06 2021 | Mar 27 2021

Port: St. Maarten to St. Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7 days - Yachtsman's Caribbean [St. Maarten to St. Maarten]

Day	Port	Arrive	Depart
0	Philipsburg, St. Maarten		07:00 PM
1	Falmouth Harbour, Antigua	08:00 AM	10:00 PM
2	At Sea	�	�
3	Soper's Hole, Tortola, B.V.I.	08:00 AM	06:00 PM
3	Jost Van Dyke, Great Harbour, B.V.I.	07:00 AM	11:59 PM
4	Jost Van Dyke, Great Harbour, B.V.I.	12:01 AM	03:00 PM
4	Virgin Gorda, Prickly Pear Beach, B.V.I	06:00 AM	11:59 PM
5	Virgin Gorda, Prickly Pear Beach, B.V.I	12:01 AM	05:00 PM
6	Gustavia, St. Barth�lemy	08:00 AM	10:00 PM
7	Philipsburg, St. Maarten	05:00 AM	�

11-Day Southern Caribbean Wayfarer Holiday

11-Day Southern Caribbean Wayfarer Holiday

Starting from $2,099*

Cruise Line: Holland America Line

Ship: ms Koningsdam

Sailing Dates: Dec 22 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

11-Day Southern Caribbean Wayfarer Holiday

7-Day Tropical Caribbean Holiday

7-Day Tropical Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Zuiderdam

Sailing Dates: Dec 27 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Tropical Caribbean Holiday

7-Day Tropical Caribbean Holiday

7-Day Tropical Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Eurodam

Sailing Dates: Dec 28 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Tropical Caribbean Holiday

7-Day Western Caribbean Holiday

7-Day Western Caribbean Holiday

Starting from $1,199*

Cruise Line: Holland America Line

Ship: ms Nieuw Amsterdam

Sailing Dates: Dec 28 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Western Caribbean Holiday

14-DAY WESTERN & EASTERN CARIBBEAN HOLIDAY

14-DAY WESTERN & EASTERN CARIBBEAN HOLIDAY

Starting from $1,362*

Cruise Line: Holland America Line

Ship: ms Nieuw Amsterdam

Sailing Dates: Dec 28 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

14-DAY WESTERN & EASTERN CARIBBEAN HOLIDAY

11-Day Cuban Explorer Holiday

11-Day Cuban Explorer Holiday

Starting from $2,199*

Cruise Line: Holland America Line

Ship: ms Veendam

Sailing Dates: Dec 28 2019

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

11-Day Cuban Explorer Holiday

10-Day Southern Caribbean Seafarer

10-Day Southern Caribbean Seafarer

Starting from $1,499*

Cruise Line: Holland America Line

Ship: ms Koningsdam

Sailing Dates: Jan 02 2020 | Jan 12 2020 | Feb 02 2020 | Feb 23 2020

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

10-Day Southern Caribbean Seafarer

8-Day Western Caribbean

8-Day Western Caribbean

Starting from $899*

Cruise Line: Holland America Line

Ship: ms Zuiderdam

Sailing Dates: Jan 03 2020

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

8-Day Western Caribbean

7-Day Eastern Caribbean

7-Day Eastern Caribbean

Starting from $699*

Cruise Line: Holland America Line

Ship: ms Oosterdam

Sailing Dates: Jan 04 2020

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Eastern Caribbean

7-Day Classic Caribbean Yacht Harbors

7-Day Classic Caribbean Yacht Harbors

Starting from $3,299*

Cruise Line: Seabourn Cruise

Ship: Seabourn Odyssey

Sailing Dates: Jan 04 2020 | Jan 18 2020 | Feb 01 2020 | Feb 15 2020 | Feb 29 2020 | Mar 14 2020

Port: Bridgetown, Barbados to Philipsburg, Sint Maarten

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Classic Caribbean Yacht Harbors

14-Day Exotic Caribbean In-depth

14-Day Exotic Caribbean In-depth

Starting from $5,999*

Cruise Line: Seabourn Cruise

Ship: Seabourn Odyssey

Sailing Dates: Jan 04 2020 | Jan 18 2020 | Feb 01 2020 | Feb 15 2020 | Feb 29 2020 | Mar 14 2020

Port: Bridgetown, Barbados to Bridgetown, Barbados

( Note: Optional tours are available from most ports for an additional charge. )

14-Day Exotic Caribbean In-depth

7-Day Tropical Caribbean

7-Day Tropical Caribbean

Starting from $799*

Cruise Line: Holland America Line

Ship: ms Zuiderdam

Sailing Dates: Jan 11 2020

Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

( Note: Optional tours are available from most ports for an additional charge. )

7-Day Tropical Caribbean

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*Prices are per person, based on double occupancy. Prices do not include Government Fees & Taxes. Pricing and availability subject to change without notice. Cruise Booking reserves the right to refuse or honor any prices / sailings that are erroneously printed or quoted. Terms & Conditions apply.