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Cruise Dates

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October 2026

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Resilient Lady

Virgin Voyages

Feb 21, 2027 - Feb 28, 2027 (7 Nights)

Miami • Ocho Rios, Jamaica • George Town, Cayman Islands • Bimini • Miami

Average Starting Price

Nov 28, 2026 - Dec 12, 2026 (14 Nights)

Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$2,164pp

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!

21% OFF

Nieuw Statendam

Holland America Line

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$704pp

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!

48% OFF

MSC Poesia

MSC Cruises

Nov 21, 2027 - Dec 2, 2027 (11 Nights)

Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami

Average Starting Price

Feb 7, 2027 - Feb 14, 2027 (7 Nights)

Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Bimini • Miami

Average Starting Price

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

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Nassau • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,104pp

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!

48% OFF

MSC Poesia

MSC Cruises

Nov 21, 2027 - Dec 12, 2027 (21 Nights)

Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami • Kralendijk, Bonaire • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • Miami

Average Starting Price

Jan 19, 2029 - Jan 31, 2029 (12 Nights)

Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • George Town, Cayman Islands • Ocho Rios, Jamaica • La Romana, Dominican Republic • Tortola • San Juan, Puerto Rico • Miami

Average Starting Price

Feb 20, 2028 - Feb 26, 2028 (6 Nights)

Miami • Ocho Rios, Jamaica • George Town, Cayman Islands • Bimini • Miami

Average Starting Price

Dec 26, 2026 - Jan 9, 2027 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Key West, Florida • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,394pp

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 Poesia

MSC Cruises

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

Miami • Kralendijk, Bonaire • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • Miami

Average Starting Price

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$1,559pp

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!

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