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Cruise Dates

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October 2026

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Celebrity Constellation

Celebrity Cruises

Dec 12, 2027 - Dec 19, 2027 (7 Nights)

Tampa • George Town, Cayman Islands • Cozumel • Costa Maya • Tampa

Average Starting Price

Feb 19, 2027 - Mar 11, 2027 (20 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami • George Town, Cayman Islands • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Cabo Rojo, Dominican Republic • Nassau • Miami

Average Starting Price

49% OFF

Oct 3, 2027 - Oct 10, 2027 (7 Nights)

Miami • Celebration Key • Fun Day at Sea • Cozumel • Isla Tropicale, Roatan • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

61% OFF

Aug 1, 2027 - Aug 8, 2027 (7 Nights)

Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston

Average Starting Price

$664pp

Jim's Onboard Credit

Norwegian Gem

Norwegian Cruise Line

Dec 11, 2027 - Dec 21, 2027 (10 Nights)

Miami • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Falmouth, Jamaica • Great Stirrup Cay • Miami

Average Starting Price

Dec 20, 2027 - Jan 3, 2028 (14 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Dominica • St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

$1,439pp

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!

Enchanted Princess

Princess Cruises

Dec 14, 2027 - Dec 24, 2027 (10 Nights)

Fort Lauderdale • St. Thomas • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

35% OFF

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

Galveston • Fun Day at Sea • Cozumel • Fun Day at Sea • Galveston

Average Starting Price

Dec 24, 2027 - Dec 31, 2027 (7 Nights)

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

Average Starting Price

Nov 27, 2027 - Dec 4, 2027 (7 Nights)

Miami • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • Grand Turk • Nassau • 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!

Norwegian Jewel

Norwegian Cruise Line

Dec 20, 2027 - Dec 30, 2027 (10 Nights)

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

Average Starting Price

Apr 3, 2027 - Apr 8, 2027 (5 Nights)

Miami • Grand Turk • Bimini • Miami

Average Starting Price

$995pp

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!

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