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Cruise Dates

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October 2026

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Adventure of the Seas

Royal Caribbean

Jan 24, 2027 - Jan 30, 2027 (6 Nights)

Fort Lauderdale • Falmouth, Jamaica • George Town, Cayman Islands • Nassau • Fort Lauderdale

Average Starting Price

$600pp

Jim's Onboard Credit

FREE Specialty Dining Meal

52% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

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

Tampa • Cozumel • George Town, Cayman Islands • Montego Bay, Jamaica • Tampa

Average Starting Price

Apr 3, 2027 - Apr 10, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida

Average Starting Price

Jan 6, 2027 - Jul 5, 2027 (180 Nights)

Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puerto Quetzal, Guatemala • Acapulco, Mexico • Manzanillo, Mexico • San Diego • Los Angeles • Nawiliwili (Kauai), Hawaii • Honolulu • Hilo, Hawaii • Kahului, Hawaii • Bora Bora, French Polynesia • Raiatea, French Polynesia • Moorea, French Polynesia • Papeete, French Polynesia • Huahine, French Polynesia • Avatiu, Rarotonga, Cook Islands • International Dateline • Cross International Date Line • Sanusavu, Fiji • Port Denarau (Nadi), Fiji • Lautoka, Fiji • Port Vila, Vanuatu • Lifou, New Caledonia • Noumea, New Caledonia • Sydney, Australia • Mooloolaba, Australia • Border Island, Whitsunday, Australia • Cairns (Yorkeys Knob), Australia • Cairns (Yorkeys Knob), Australia • Darwin, Australia • Darwin, Australia • Komodo, Indonesia • Lombok (Lembar), Indonesia • Benoa (Bali), Indonesia • Semarang, Indonesia • Jakarta - Bali, Indonesia • Singapore • Ko Samui, Thailand • Sihanoukville, Cambodia • Laem Chabang, Thailand • Saigon, Vietnam • Chan May, Vietnam • Hanoi, Vietnam • Hong Kong, China • Shanghai, China • Shanghai, China • Seoul (Inchon), South Korea • Nagasaki, Japan • Hiroshima, Japan • Kochi, Japan • Kobe, Japan • Shimizu, Japan • Yokohama (Tokyo), Japan • Yokohama (Tokyo), Japan • Miyakojima (Hirara), Japan • Keelung (Taipei), Taiwan • Kaohsiung, Taiwan • Manila, Philippines • Coron, Busuanga Island, Philippines • Puerto Princesa, Philippines • Kota Kinabalu (Borneo), Malaysia • Singapore • Port Klang (Kuala Lumpur), Malaysia • Port Klang (Kuala Lumpur), Malaysia • Penang, Malaysia • Phuket, Thailand • Galle, Sri Lanka • Male, Maldives • Mumbai (Bombay), India • Mumbai (Bombay), India • Dubai, United Arab Emirates • Abu Dhabi, United Arab Emirates • Doha, Qatar • Dubai, United Arab Emirates • Salalah, Oman • Jeddah, Saudi Arabia • Safaga, Egypt • Safaga, Egypt • Al Aqabah, Jordan • Sharm el-Sheikh, Egypt • Ain Sokhna, Egypt • Suez Canal Transit • Suez Canal Transit • Limassol, Cyprus • Rhodes, Greece • Kusadasi, Turkey • Athens (Piraeus), Greece • Igoumenitsa, Greece • Bari, Italy • Zadar, Croatia • Koper, Slovenia • Ravenna, Italy • Split, Croatia • Dubrovnik, Croatia • Vallet, France • Messina (Taormina), Italy • Sorrento, Italy • Rome (Civitavecchia), Italy • Livorno, Italy • Monte Carlo, Monaco • Barcelona, Spain • Valencia, Spain • Granada, Spain • Cadiz, Spain • Gibraltar • Lisbon, Portugal • Porto, Portugal • La Coruna, Spain • Bilbao, Spain • Biarritz, France • Le Verdon, France • Le Verdon, France • Brest, France • St Helier, Jersey • Le Havre, France • Southampton, England

Average Starting Price

Mar 28, 2028 - Apr 4, 2028 (7 Nights)

Fort Lauderdale • George Town, Cayman Islands • Cozumel • Costa Maya • Fort Lauderdale

Average Starting Price

41% OFF

Mar 29, 2027 - Apr 3, 2027 (5 Nights)

Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa

Average Starting Price

Apr 3, 2027 - Apr 10, 2027 (7 Nights)

New Orleans • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • New Orleans

Average Starting Price

$643pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Independence of the Seas

Royal Caribbean

Mar 28, 2027 - Apr 4, 2027 (7 Nights)

Miami • Perfect Day Cococay • Bimini • George Town, Cayman Islands • Cozumel • Miami

Average Starting Price

$855pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Sky Princess

Princess Cruises

Dec 12, 2027 - Dec 26, 2027 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$1,647pp

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!

49% OFF

MSC Grandiosa

MSC Cruises

Dec 30, 2027 - Jan 9, 2028 (10 Nights)

Port Canaveral (Orlando), Florida • Ocean Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida • Ocean Cay • Nassau • Port Canaveral (Orlando), Florida

Average Starting Price

$1,515pp

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!

Norwegian Jewel

Norwegian Cruise Line

Mar 19, 2027 - Mar 29, 2027 (10 Nights)

Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Falmouth, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$1,209pp

Jim's Onboard Credit

Norwegian Escape

Norwegian Cruise Line

Sep 24, 2028 - Oct 1, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida

Average Starting Price

$949pp

Jim's Onboard Credit

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