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Cruise Dates

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October 2026

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Norwegian Sun

Norwegian Cruise Line

Dec 21, 2026 - Jan 2, 2027 (12 Nights)

Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Miami

Average Starting Price

$1,819pp

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!

EXPLORA I

Explora Journeys

Nov 25, 2026 - Dec 13, 2026 (18 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • George Town, Cayman Islands • Miami • Cozumel • Costa Maya • Santo Tomas de Castilla, Guatemala • Belize City • Roatan, Honduras • Miami

Average Starting Price

Mar 21, 2027 - Apr 11, 2027 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,169pp

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!

Scarlet Lady

Virgin Voyages

Dec 18, 2027 - Dec 26, 2027 (8 Nights)

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

Average Starting Price

Mar 23, 2027 - Apr 3, 2027 (11 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

$2,284pp

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!

Zuiderdam

Holland America Line

Mar 24, 2027 - Apr 7, 2027 (14 Nights)

Miami • Key West, Florida • Relaxaway Half Moon Cay • Miami • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Miami

Average Starting Price

$2,594pp

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!

61% OFF

Carnival Horizon

Carnival Cruise Line

Feb 27, 2027 - Mar 7, 2027 (8 Nights)

Miami • Celebration Key • Fun Day at Sea • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

Mar 6, 2027 - Mar 20, 2027 (14 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • Willemstad, Curacao • Oranjestad, Aruba • Fort Lauderdale • Celebration Key • Grand Turk • Amber Cove, Dominican Republic • Fort Lauderdale

Average Starting Price

$2,902pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!