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Norwegian Escape
Norwegian Cruise Line
Sep 3, 2028 - Sep 10, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$969pp
Jim's Onboard Credit
Harmony of the Seas
Royal Caribbean
Dec 30, 2026 - Jan 5, 2027 (6 Nights)
Port Canaveral (Orlando), Florida • Nassau • Falmouth, Jamaica • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,738pp
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!

44% OFF
MSC Seaside
MSC Cruises
Jan 10, 2028 - Jan 14, 2028 (4 Nights)
Miami • Ocean Cay • Ocean Cay • Nassau • Miami
Average Starting Price
$395pp
Jim's Onboard Credit
Enchantment of the Seas
Royal Caribbean
Sep 23, 2028 - Sep 30, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$689pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Sep 1, 2028 - Sep 4, 2028 (3 Nights)
Miami • Nassau • Great Stirrup Cay • Miami
Average Starting Price
$459pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Oct 8, 2028 - Oct 15, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,283pp
Jim's Onboard Credit

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

Regal Princess
Princess Cruises
Jan 22, 2029 - Jan 28, 2029 (6 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$754pp
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!

Symphony of the Seas
Royal Caribbean
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston
Average Starting Price
$1,586pp
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!

47% OFF
MSC World America
MSC Cruises
Jan 15, 2028 - Jan 29, 2028 (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
$1,571pp
Jim's Onboard Credit

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

Adventure of the Seas
Royal Caribbean
Dec 27, 2026 - Jan 2, 2027 (6 Nights)
Fort Lauderdale • Cozumel • Costa Maya • Nassau • Fort Lauderdale
Average Starting Price
$1,388pp
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!

Star Princess
Princess Cruises
Dec 9, 2028 - Dec 23, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$2,054pp
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 Breakaway
Norwegian Cruise Line
Jul 9, 2028 - Jul 16, 2028 (7 Nights)
Boston • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Boston
Average Starting Price
$1,249pp
Jim's Onboard Credit
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