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Cruise Dates

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October 2026

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Hero of the Seas

Royal Caribbean

Sep 18, 2027 - Sep 25, 2027 (7 Nights)

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

Average Starting Price

Jan 29, 2028 - Feb 3, 2028 (5 Nights)

Fort Lauderdale • Cozumel • Disney Castaway Cay, Bahamas • Fort Lauderdale

Average Starting Price

$1,694pp

Jim's Onboard Credit

Norwegian Jewel

Norwegian Cruise Line

Jan 3, 2028 - Jan 13, 2028 (10 Nights)

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

Average Starting Price

51% OFF

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

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

Average Starting Price

$796pp

Jim's Onboard Credit

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

Scarlet Lady

Virgin Voyages

Mar 25, 2027 - Mar 29, 2027 (4 Nights)

Miami • Key West, Florida • Bimini • Miami

Average Starting Price

46% OFF

Mar 7, 2027 - Mar 21, 2027 (14 Nights)

Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami

Average Starting Price

$1,265pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Sun Princess

Princess Cruises

Dec 18, 2027 - Dec 28, 2027 (10 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Martinique • Philipsburg, St. Maarten • Celebration Key • Fort Lauderdale

Average Starting Price

$1,199pp

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!