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Cruise Dates

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October 2026

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44% OFF

MSC Poesia

MSC Cruises

Mar 18, 2027 - Apr 8, 2027 (21 Nights)

Miami • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami

Average Starting Price

$2,354pp

Jim's Onboard Credit

Norwegian Gem

Norwegian Cruise Line

Jan 4, 2027 - Jan 14, 2027 (10 Nights)

Tampa • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Falmouth, Jamaica • George Town, Cayman Islands • Tampa

Average Starting Price

47% OFF

Dec 5, 2026 - Dec 13, 2026 (8 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

Apr 1, 2028 - Apr 8, 2028 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

Jan 8, 2028 - Jan 16, 2028 (8 Nights)

Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • George Town, Cayman Islands • Fort Lauderdale

Average Starting Price

$965pp

Jim's Onboard Credit

Norwegian Jewel

Norwegian Cruise Line

Dec 23, 2026 - Jan 4, 2027 (12 Nights)

Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Philipsburg, St. Maarten • Tortola • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$1,599pp

Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Valiant Lady

Virgin Voyages

Dec 5, 2026 - Dec 12, 2026 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Nov 20, 2026 - Nov 29, 2026 (9 Nights)

Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • Willemstad, Curacao • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$1,429pp

Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

58% OFF

Emerald Destiny

Emerald Cruises

Mar 26, 2027 - Apr 5, 2027 (10 Nights)

Amsterdam, Netherlands • Zaanse Schans, Netherlands • Veere, Netherlands • Willemstad, Netherlands • Dordrecht, Netherlands • Rotterdam, Netherlands • Rotterdam, Netherlands • The Hague, Netherlands • Liege, Belgium • Antwerp, Belgium • Antwerp, Belgium • Zaanse Schans, Netherlands • Amsterdam, Netherlands

Average Starting Price

Feb 28, 2028 - Mar 11, 2028 (12 Nights)

Fort Lauderdale • Puerto Plata, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • St. Thomas • Fort Lauderdale

Average Starting Price

Apr 18, 2027 - Apr 24, 2027 (6 Nights)

Cartagena, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Colon, Panama

Average Starting Price

$1,022pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Freedom of the Seas

Royal Caribbean

Jan 28, 2027 - Feb 6, 2027 (9 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Miami

Average Starting Price

$1,020pp

Jim's Onboard Credit

FREE Specialty Dining Meal

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