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October 2026

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57% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

Jul 24, 2027 - Jul 31, 2027 (7 Nights)

Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami

Average Starting Price

2% OFF

Feb 6, 2027 - Feb 14, 2027 (8 Nights)

Mobile, Alabama • Fun Day at Sea • Key West, Florida • Celebration Key • Relaxaway Half Moon Cay • Nassau • Fun Day at Sea • Fun Day at Sea • Mobile, Alabama

Average Starting Price

$656pp

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!

Celebrity Apex

Celebrity Cruises

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

$1,139pp

Jim's Onboard Credit

Brilliance of the Seas

Royal Caribbean

Jan 15, 2027 - Jan 18, 2027 (3 Nights)

Fort Lauderdale • Grand Bahama Island • Key West, Florida • Fort Lauderdale

Average Starting Price

Dec 16, 2028 - Jan 7, 2029 (22 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami • Key West, Florida • George Town, Cayman Islands • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

Apr 4, 2028 - Apr 8, 2028 (4 Nights)

Fort Lauderdale • Key West, Florida • Bimini • Fort Lauderdale

Average Starting Price

Jan 2, 2027 - Jan 12, 2027 (10 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Belize City • Cozumel • Key West, Florida • Fort Lauderdale

Average Starting Price

$1,669pp

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!

32% OFF

Carnival Dream

Carnival Cruise Line

Mar 13, 2027 - Mar 20, 2027 (7 Nights)

Galveston • Fun Day at Sea • Key West, Florida • Celebration Key • Nassau • Fun Day at Sea • Fun Day at Sea • Galveston

Average Starting Price

$1,036pp

Jim's Onboard Credit

Norwegian Dawn

Norwegian Cruise Line

Dec 14, 2026 - Dec 19, 2026 (5 Nights)

Jacksonville • Key West, Florida • Great Stirrup Cay • Jacksonville

Average Starting Price

Jan 29, 2027 - Feb 5, 2027 (7 Nights)

San Juan, Puerto Rico • Tortola • St John's, Antigua • Providenciales, Turks and Caicos Islands • Key West, Florida • Miami

Average Starting Price

Jan 7, 2027 - Jan 11, 2027 (4 Nights)

Miami • Key West, Florida • Bimini • Miami

Average Starting Price

$556pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Jan 16, 2028 - Jan 23, 2028 (7 Nights)

Tampa • Nassau • Bimini • Key West, Florida • Tampa

Average Starting Price

$601pp

Jim's Onboard Credit

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