(888) 520-3908 Log in

Holland America Line Caribbean sailings in October 2027

All regions Caribbean Alaska Europe Mediterranean Northern Europe Mexico Hawaii Panama Canal Asia Australia & New Zealand South America Transatlantic/Transpacific World/Grand Voyage Other Deals only

Eastern Caribbean Western Caribbean Southern Caribbean Bahamas Bermuda

Filters

2 sailings

Eurodam · Caribbean

7-Day Eastern Caribbean: Amber Cove & Key West

Oct 23 to Oct 30, 2027 · 7 nights

Round trip from Fort Lauderdale, Florida, US

Elite Beverage Package upgrade
Premium Wi-Fi upgrade
Prepaid crew appreciation
Specialty dining
+1 more

Offers: Have It All Early Booking Bonus

Ports of call and details

From $1,569 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside: $1,569
Ocean View: $1,669
Verandah: $1,969
Signature Suite: $2,969
Neptune Suite: $3,969

Request this sailing

Zuiderdam · Caribbean

28-Day Pan Am 100th Anniversary Legendary Voyage

Oct 30 to Nov 27, 2027 · 28 nights

Round trip from Miami, Florida, US

Elite Beverage Package upgrade
Premium Wi-Fi upgrade
Prepaid crew appreciation
Specialty dining
+1 more

Offers: Have It All Early Booking Bonus, Legendary Voyages: 25 – 59 Days

Ports of call and details

From $6,339 per person, double occupancy

Inside, Have It All Early Booking Bonus

Taxes & fees included

Inside: $6,339
Ocean View: $6,549
Verandah: $9,049
Signature Suite: $10,849
Neptune Suite: $14,849

Request this sailing

Fares are per person, double occupancy.