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Cruise Dates

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October 2026

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48% OFF

Carnival Legend

Carnival Cruise Line

Feb 28, 2027 - Mar 7, 2027 (7 Nights)

Tampa • Fun Day at Sea • Cozumel • Belize City • Isla Tropicale, Roatan • Costa Maya • Fun Day at Sea • Tampa

Average Starting Price

Jun 19, 2027 - Jun 26, 2027 (7 Nights)

Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$2,979pp

Jim's Onboard Credit

Adventure of the Seas

Royal Caribbean

Aug 2, 2027 - Aug 6, 2027 (4 Nights)

Port Canaveral (Orlando), Florida • Cozumel • Port Canaveral (Orlando), Florida

Average Starting Price

Oct 30, 2027 - Nov 6, 2027 (7 Nights)

Miami • Costa Maya • Roatan, Honduras • Cozumel • Perfect Day Cococay • Miami

Average Starting Price

Feb 12, 2028 - Feb 24, 2028 (12 Nights)

Fort Lauderdale • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal Partial Transit New Locks, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

Feb 26, 2028 - Mar 2, 2028 (5 Nights)

Fort Lauderdale • Cozumel • Disney Castaway Cay, Bahamas • Fort Lauderdale

Average Starting Price

60% OFF

Feb 6, 2027 - Feb 13, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Mahogany Bay, Honduras • Cozumel • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

$435pp

Jim's Onboard Credit

51% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Oct 17, 2027 - Oct 23, 2027 (6 Nights)

Tampa • Roatan, Honduras • Belize City • Cozumel • Tampa

Average Starting Price

$429pp

Jim's Onboard Credit

21% OFF

Seven Seas Splendor

Regent Seven Seas Cruises

Dec 28, 2026 - Jan 11, 2027 (14 Nights)

Galveston • Cozumel • Belize City • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • Montego Bay, Jamaica • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • Miami

Average Starting Price

$11,949pp

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!

Rotterdam

Holland America Line

Feb 13, 2027 - Mar 6, 2027 (21 Nights)

Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,109pp

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!

Icon of the Seas

Royal Caribbean

Jun 12, 2027 - Jun 19, 2027 (7 Nights)

Miami • Costa Maya • Roatan, Honduras • Cozumel • Perfect Day Cococay • Miami

Average Starting Price

Jun 12, 2027 - Jun 19, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

$2,959pp

Jim's Onboard Credit

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