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Cruise Dates

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October 2026

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Norwegian Sun

Norwegian Cruise Line

Mar 13, 2027 - Mar 24, 2027 (11 Nights)

Miami • Falmouth, Jamaica • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

Jan 4, 2028 - Jan 9, 2028 (5 Nights)

Fort Lauderdale • Perfect Day Cococay • Falmouth, Jamaica • Fort Lauderdale

Average Starting Price

Dec 5, 2026 - Dec 17, 2026 (12 Nights)

Fort Lauderdale • George Town, Cayman Islands • Falmouth, Jamaica • Cartagena, Colombia • Panama Canal Partial Transit New Locks, Panama • Colon, Panama • Limon, Costa Rica • Celebration Key • Fort Lauderdale

Average Starting Price

$879pp

Jim's Onboard Credit

Norwegian Joy

Norwegian Cruise Line

Jan 4, 2028 - Jan 14, 2028 (10 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Falmouth, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$1,149pp

Jim's Onboard Credit

Adventure of the Seas

Royal Caribbean

Feb 21, 2027 - Feb 27, 2027 (6 Nights)

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

Average Starting Price

$560pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Norwegian Aqua

Norwegian Cruise Line

Oct 10, 2027 - Oct 17, 2027 (7 Nights)

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

Average Starting Price

Sep 12, 2027 - Sep 18, 2027 (6 Nights)

Fort Lauderdale • Perfect Day Cococay • Falmouth, Jamaica • Labadee, Haiti • Fort Lauderdale

Average Starting Price

$790pp

Jim's Onboard Credit

25% OFF

Seven Seas Voyager

Regent Seven Seas Cruises

Dec 19, 2027 - Jan 13, 2028 (25 Nights)

Miami • Tortola • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Falmouth, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$13,149pp

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!

29% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Nov 29, 2028 - Dec 11, 2028 (12 Nights)

Miami • Tortola • Basseterre, St. Kitts and Nevis • Oranjestad, Aruba • Falmouth, Jamaica • George Town, Cayman Islands • Galveston

Average Starting Price

May 1, 2027 - May 8, 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

$2,379pp

Jim's Onboard Credit

25% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Feb 5, 2028 - Feb 16, 2028 (11 Nights)

Miami • Key West, Florida • Cruising the Gulf • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Roatan, Honduras • Cruising the Caribbean Sea • Falmouth, Jamaica • George Town, Cayman Islands • Cruising the Florida Straits • Miami

Average Starting Price

Nov 19, 2027 - Nov 27, 2027 (8 Nights)

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

Average Starting Price

$1,001pp

Jim's Onboard Credit

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