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Norwegian Prima
Norwegian Cruise Line
Nov 29, 2026 - Dec 6, 2026 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$959pp
Jim's Onboard Credit
Symphony of the Seas
Royal Caribbean
Feb 7, 2027 - Feb 14, 2027 (7 Nights)
Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston
Average Starting Price
$605pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Utopia of the Seas
Royal Caribbean
Nov 15, 2027 - Nov 19, 2027 (4 Nights)
Port Canaveral (Orlando), Florida • Nassau • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$717pp
Jim's Onboard Credit
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
Miami • Freeport • San Juan, Puerto Rico • St. Thomas • Miami
Average Starting Price
$669pp
Jim's Onboard Credit
Icon of the Seas
Royal Caribbean
Mar 5, 2028 - Mar 12, 2028 (7 Nights)
Galveston • Roatan, Honduras • Costa Maya • Cozumel • Galveston
Average Starting Price
$1,311pp
Jim's Onboard Credit
48% OFF
MSC World Atlantic
MSC Cruises
Oct 14, 2028 - Oct 28, 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
$1,662pp
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!

Disney Treasure
Disney Cruise Line
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,232pp
Jim's Onboard Credit
Celebrity Reflection
Celebrity Cruises
Dec 20, 2027 - Dec 24, 2027 (4 Nights)
Fort Lauderdale • Key West, Florida • Bimini • Fort Lauderdale
Average Starting Price
$538pp
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 Aura
Norwegian Cruise Line
Oct 21, 2028 - Oct 28, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,249pp
Jim's Onboard Credit
Legend of the Seas
Royal Caribbean
Nov 28, 2026 - Dec 6, 2026 (8 Nights)
Fort Lauderdale • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Perfect Day Cococay • Fort Lauderdale
Average Starting Price
$1,488pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Jan 17, 2027 - Jan 24, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Fort-De-France, Martinique • Kingstown, Saint Vincent Island, Saint Vincent • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$1,944pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Emerald Princess
Princess Cruises
Dec 24, 2027 - Dec 31, 2027 (7 Nights)
Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados
Average Starting Price
$1,994pp
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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