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October 2026

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30% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Nov 20, 2027 - Nov 27, 2027 (7 Nights)

Miami • Belize City • Harvest Caye, Belize • Santo Tomas de Castilla, Guatemala • Cozumel • Miami

Average Starting Price

Dec 6, 2027 - Dec 19, 2027 (13 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • Bridgetown, Barbados • Castries, St. Lucia • Pointe-à-Pitre, Guadeloupe • Tortola • Miami

Average Starting Price

Apr 12, 2027 - May 3, 2027 (21 Nights)

Miami • Ocho Rios, Jamaica • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • Cartagena, Colombia • Crossing the Panama Canal • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Acajutla, El Salvador • Puerto Quetzal, Guatemala • Puerto Chiapas, Mexico • Huatulco, Mexico • Puerto Vallarta, Mexico • Los Angeles

Average Starting Price

$17,885pp

Jim's Onboard Credit

Norwegian Aura

Norwegian Cruise Line

Oct 16, 2027 - Oct 23, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

Oct 23, 2027 - Oct 30, 2027 (7 Nights)

Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami

Average Starting Price

Mar 22, 2027 - Mar 26, 2027 (4 Nights)

Miami • Freeport • Bimini • Miami

Average Starting Price

49% OFF

Apr 25, 2027 - May 2, 2027 (7 Nights)

Miami • Fun Day at Sea • Cozumel • Belize City • Isla Tropicale, Roatan • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

10% OFF

Mar 31, 2027 - Apr 16, 2027 (16 Nights)

Miami • Royal Naval Dockyard, Bermuda • Ponta Delgada (Azores), Portugal • Cadiz, Spain • Gibraltar • Granada, Spain • Cartagena, Spain • Valencia, Spain • Barcelona, Spain

Average Starting Price

$5,535pp

Jim's Onboard Credit

Norwegian Getaway

Norwegian Cruise Line

Jul 23, 2027 - Jul 26, 2027 (3 Nights)

Miami • Great Stirrup Cay • Nassau • Miami

Average Starting Price

Jul 1, 2027 - Jul 5, 2027 (4 Nights)

Miami • Key West, Florida • Bimini • Miami

Average Starting Price

49% OFF

Sep 23, 2027 - Sep 27, 2027 (4 Nights)

Miami • Grand Bahama Island • Relaxaway Half Moon Cay • Fun Day at Sea • Miami

Average Starting Price

$304pp

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!

47% OFF

MSC World America

MSC Cruises

Aug 28, 2027 - Sep 4, 2027 (7 Nights)

Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami

Average Starting Price

$857pp

Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

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