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October 2026

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Celebrity Eclipse

Celebrity Cruises

Dec 14, 2027 - Dec 23, 2027 (9 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

$815pp

Jim's Onboard Credit

Norwegian Gem

Norwegian Cruise Line

Mar 27, 2027 - Apr 3, 2027 (7 Nights)

Tampa • Harvest Caye, Belize • Roatan, Honduras • Cozumel • Tampa

Average Starting Price

Aug 27, 2027 - Sep 3, 2027 (7 Nights)

Amsterdam, Netherlands • Arnhem, Netherlands • Duisburg, Germany • Koblenz, Germany • Rudesheim, Germany • Rudesheim, Germany • Speyer, Germany • Strasbourg, France • Strasbourg, France

Average Starting Price

$3,550pp

Jim's Onboard Credit

46% OFF

Margaritaville at Sea Paradise

Margaritaville at Sea

Nov 28, 2027 - Dec 3, 2027 (5 Nights)

Palm Beach • Nassau • Puerto Plata, Dominican Republic • Palm Beach

Average Starting Price

20% OFF

Feb 5, 2027 - Feb 12, 2027 (7 Nights)

Miami • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

64% OFF

Jul 10, 2027 - Jul 17, 2027 (7 Nights)

Amsterdam, Netherlands • Cologne, Germany • Koblenz, Germany • Ludwigshafen, Germany • Heidelberg, Germany • Kehl, Germany • Strasbourg, France • Breisach, Germany • Freiburg, Germany • Basel, Switzerland

Average Starting Price

30% OFF

Dec 20, 2027 - Dec 29, 2027 (9 Nights)

Baltimore • Fun Day at Sea • Fun Day at Sea • Celebration Key • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Baltimore

Average Starting Price

$1,407pp

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!

Norwegian Jewel

Norwegian Cruise Line

Dec 30, 2027 - Jan 3, 2028 (4 Nights)

Miami • Nassau • Great Stirrup Cay • Miami

Average Starting Price

$619pp

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!

Rhapsody of the Seas

Royal Caribbean

Dec 31, 2027 - Jan 8, 2028 (8 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • San Juan, Puerto Rico

Average Starting Price

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

Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami

Average Starting Price

$1,539pp

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!

Scarlet Lady

Virgin Voyages

Apr 12, 2027 - Apr 17, 2027 (5 Nights)

Miami • Puerto Plata, Dominican Republic • Bimini • Miami

Average Starting Price

Dec 24, 2027 - Jan 4, 2028 (11 Nights)

Fort Lauderdale • St. Kitts • Dominica • Bridgetown, Barbados • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale

Average Starting Price

$1,374pp

Jim's Onboard Credit

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