Caribbean Island & 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 you're sailing through turquoise waters, lazing on powdery white beaches, the glamorous harbors and unknown coves of this area remain a hidden treasure.

10-Day Cuban Explorer Holiday

Cruise Line: Holland America Line Ship: ms Veendam
Starting from $1,899*
Sailing Dates: Dec 18 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

Cruise Line: Holland America Line Ship: ms Koningsdam
Starting from $1,399*
Sailing Dates: Nov 13 2019, Jan 22 2020, Feb 12 2020, Mar 04 2020
Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

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

11-Day Panama Canal Sunfarer

Cruise Line: Holland America Line Ship: ms Zuiderdam
Starting from $1,499*
Sailing Dates: Oct 30 2019, Feb 15 2020, Feb 26 2020, Mar 18 2020, Apr 08 2020
Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

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

11-DAY AUTHENTIC CUBA

Cruise Line: Holland America Line Ship: ms Veendam
Starting from $1,699*
Sailing Dates: Mar 26 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 Panama Canal Sunfarer

Cruise Line: Holland America Line Ship: ms Zuiderdam
Starting from $1,899*
Sailing Dates: Feb 15 2020
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

Cruise Line: Holland America Line Ship: ms Koningsdam
Starting from $2,099*
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 Cuban Explorer Holiday

Cruise Line: Holland America Line Ship: ms Veendam
Starting from $2,199*
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 days - Dutch Treats Steel Drum Beats [Colón to St. Maarten]

Cruise Line: Windstar Cruise Ship: Wind Star
Starting from $2,374*
Sailing Dates: Mar 14 2020
Port: Colón to St. Maarten

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

11 days - Tropical Escape [Puerto Caldera to Oranjestad]

Cruise Line: Windstar Cruise Ship: Wind Star
Starting from $3,999*
Sailing Dates: Mar 12 2019
Port: Puerto Caldera to Oranjestad

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

11-Day Stars Of Cuba & Caribbean Skies

Cruise Line: Seabourn Cruise Ship: Seabourn Sojourn
Starting from $4,999*
Sailing Dates: Dec 10 2019
Port: Miami, Florida, US to San Juan, Puerto Rico

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

12-Day Stars Of The Cuban Sky

Cruise Line: Seabourn Cruise Ship: Seabourn Sojourn
Starting from $5,499*
Sailing Dates: Nov 16 2019, Nov 28 2019
Port: Miami, Florida, US to Miami, Florida, US

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

12-Day Stars Of The Cuban Sky

Cruise Line: Seabourn Cruise Ship: Seabourn Sojourn
Starting from $6,499*
Sailing Dates: Nov 04 2019
Port: Miami, Florida, US to Miami, Florida, US

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

14-Day Tropical / Eastern Caribbean

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,349*
Sailing Dates: Dec 07 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 EASTERN / TROPICAL CARIBBEAN

Cruise Line: Holland America Line Ship: ms Oosterdam
Starting from $1,399*
Sailing Dates: Mar 30 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 TROPICAL / WESTERN CARIBBEAN

Cruise Line: Holland America Line Ship: ms Oosterdam
Starting from $1,399*
Sailing Dates: Mar 16 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

Cruise Line: Holland America Line Ship: ms Oosterdam
Starting from $1,399*
Sailing Dates: Mar 23 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 TROPICAL / WESTERN CARIBBEAN

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,449*
Sailing Dates: Nov 23 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

Cruise Line: Holland America Line Ship: ms Oosterdam
Starting from $1,449*
Sailing Dates: Mar 02 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 TROPICAL / WESTERN CARIBBEAN

Cruise Line: Holland America Line Ship: ms Oosterdam
Starting from $1,499*
Sailing Dates: Feb 23 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 Eastern / Tropical Caribbean

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,549*
Sailing Dates: Oct 19 2019
Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

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

*Prices above are shown in US$. 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.