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Celebrity Apex
Celebrity Cruises
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida
Average Starting Price
$985pp
Jim's Onboard Credit
Allure of the Seas
Royal Caribbean
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Perfect Day Cococay • Nassau • Miami
Average Starting Price
$1,984pp
Jim's Onboard Credit
FREE Specialty Dining Meal

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!

Norwegian Bliss
Norwegian Cruise Line
Dec 23, 2026 - Jan 4, 2027 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St. Thomas • Tortola • Philipsburg, St. Maarten • Manhattan
Average Starting Price
$1,899pp
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!

Norwegian Escape
Norwegian Cruise Line
Mar 5, 2027 - Mar 12, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$599pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$969pp
Jim's Onboard Credit
48% OFF
MSC World Atlantic
MSC Cruises
Feb 5, 2028 - Feb 19, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • Costa Maya • Cozumel • Nassau • Port Canaveral (Orlando), Florida • Ocean Cay • Grand Turk • Puerto Plata, Dominican Republic • Nassau • Port Canaveral (Orlando), Florida
Average Starting Price
$1,872pp
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!

47% OFF
MSC World America
MSC Cruises
Jul 31, 2027 - Aug 14, 2027 (14 Nights)
Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$2,271pp
Jim's Onboard Credit

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

52% OFF
MSC Grandiosa
MSC Cruises
Jun 5, 2027 - Jun 19, 2027 (14 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Puerto Plata, Dominican Republic • Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Cozumel • Costa Maya • Port Canaveral (Orlando), Florida
Average Starting Price
$1,330pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,172pp
Jim's Onboard Credit
Norwegian Luna
Norwegian Cruise Line
Feb 27, 2028 - Mar 5, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,119pp
Jim's Onboard Credit
58% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Feb 27, 2027 - Mar 6, 2027 (7 Nights)
Miami • St. Thomas • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$699pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Bimini • Miami
Average Starting Price
$1,272pp
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!

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