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October 2026

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47% OFF

MSC World America

MSC Cruises

Oct 2, 2027 - Oct 9, 2027 (7 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami

Average Starting Price

$814pp

Jim's Onboard Credit

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

Norwegian Star

Norwegian Cruise Line

Mar 1, 2027 - Mar 16, 2027 (15 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ponta Delgada (Azores), Portugal • Motril, Spain • Alicante, Spain • Barcelona, Spain

Average Starting Price

Dec 4, 2027 - Dec 13, 2027 (9 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St. Thomas • Miami

Average Starting Price

Mar 27, 2028 - Apr 7, 2028 (11 Nights)

Fort Lauderdale • Puerto Plata, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Panama Canal, Panama • Colon, Panama • George Town, Cayman Islands • Fort Lauderdale

Average Starting Price

Nov 14, 2027 - Nov 20, 2027 (6 Nights)

Miami • Nassau • Puerto Plata, Dominican Republic • Bimini • Miami

Average Starting Price

Jan 16, 2028 - Jan 22, 2028 (6 Nights)

Fort Lauderdale • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • Puerto Plata, Dominican Republic • Fort Lauderdale

Average Starting Price

$1,634pp

Jim's Onboard Credit

Norwegian Escape

Norwegian Cruise Line

Aug 4, 2027 - Aug 9, 2027 (5 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

$739pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Jul 11, 2027 - Jul 18, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

Dec 20, 2027 - Jan 6, 2028 (17 Nights)

Miami • Costa Maya • Belize City • Roatan, Honduras • Cozumel • Miami • Nassau • San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • St. Thomas • Puerto Plata, Dominican Republic • Miami

Average Starting Price

$5,499pp

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!

Valiant Lady

Virgin Voyages

Jun 26, 2027 - Jul 1, 2027 (5 Nights)

Miami • Puerto Plata, Dominican Republic • Bimini • Miami

Average Starting Price

$1,475pp

Jim's Onboard Credit

27% OFF

Seven Seas Prestige

Regent Seven Seas Cruises

Jan 17, 2028 - Jan 27, 2028 (10 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami

Average Starting Price

$8,149pp

Jim's Onboard Credit

Norwegian Luna

Norwegian Cruise Line

Oct 31, 2027 - Nov 7, 2027 (7 Nights)

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

Average Starting Price

$949pp

Jim's Onboard Credit

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