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.

14-Day Eastern / Tropical Caribbean

Cruise Line: Holland America Line Ship: ms Zuiderdam
Starting from $1,599*
Sailing Dates: Jan 18 2020
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 / Eastern Caribbean

Cruise Line: Holland America Line Ship: ms Zuiderdam
Starting from $1,599*
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. )

14-Day Western / Tropical Caribbean

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,619*
Sailing Dates: Feb 22 2020, Mar 21 2020
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 Zuiderdam
Starting from $1,649*
Sailing Dates: Jan 25 2020
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 $1,699*
Sailing Dates: Feb 08 2020
Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

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

14-Day Southern Caribbean

Cruise Line: Holland America Line Ship: ms Volendam
Starting from $1,699*
Sailing Dates: Mar 22 2020
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 / Eastern Caribbean

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,699*
Sailing Dates: Feb 01 2020
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 $1,699*
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. )

14-Day Tropical / Western Caribbean

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,699*
Sailing Dates: Mar 14 2020
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

Cruise Line: Holland America Line Ship: ms Nieuw Amsterdam
Starting from $1,799*
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 Eastern & Western Caribbean Holiday

Cruise Line: Holland America Line Ship: ms Statendam
Starting from $2,099*
Sailing Dates: Dec 23 2020
Port: Fort Lauderdale, Florida, US to Fort Lauderdale, Florida, US

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

14-Day Authentic Cuba / Eastern Caribbean

Cruise Line: Holland America Line Ship: ms Veendam
Starting from $2,099*
Sailing Dates: Nov 06 2019, Nov 27 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 Caribbean / Authentic Cuba

Cruise Line: Holland America Line Ship: ms Veendam
Starting from $2,099*
Sailing Dates: Nov 13 2019, Dec 04 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 Holiday

Cruise Line: Holland America Line Ship: ms Zuiderdam
Starting from $2,299*
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 days - Star Collector: Caribbean Explorations [St. Maarten to St. Maarten]

Cruise Line: Windstar Cruise Ship: Wind Surf
Starting from $2,899*
Sailing Dates: Dec 14 2019, Dec 21 2019, Dec 28 2019, Feb 29 2020, Mar 07 2020, Mar 14 2020, Mar 21 2020
Port: St. Maarten to St. Maarten

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

14 days - Star Collector: Caribbean Explorations [St. Maarten to St. Maarten]

Cruise Line: Windstar Cruise Ship: Wind Surf
Starting from $2,899*
Sailing Dates: Dec 14 2019, Dec 21 2019, Dec 28 2019, Feb 29 2020, Mar 07 2020, Mar 14 2020, Mar 21 2020
Port: St. Maarten to St. Maarten

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

14 days - Star Collector: Lovely Leewards [San Juan to San Juan]

Cruise Line: Windstar Cruise Ship: Star Pride
Starting from $3,199*
Sailing Dates: Nov 02 2019, Nov 09 2019, Nov 16 2019, Nov 23 2019, Nov 30 2019, Dec 07 2019, Dec 14 2019, Dec 21 2019, Dec 28 2019, Jan 04 2020, Jan 11 2020, Jan 18 2020, Jan 25 2020, Feb 01 2020
Port: San Juan to San Juan

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

14-Day Exotic Caribbean In-depth

Cruise Line: Seabourn Cruise Ship: Seabourn Odyssey
Starting from $4,999*
Sailing Dates: Nov 23 2019, Dec 07 2019
Port: Bridgetown, Barbados to Bridgetown, Barbados

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

14-Day Caribbean Gems In-depth

Cruise Line: Seabourn Cruise Ship: Seabourn Odyssey
Starting from $4,999*
Sailing Dates: Nov 16 2019, Nov 30 2019
Port: Philipsburg, Sint Maarten to Philipsburg, Sint Maarten

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

14-Day Exotic Caribbean In-depth

Cruise Line: Seabourn Cruise Ship: Seabourn Odyssey
Starting from $5,999*
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. )

*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.