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Disney Wish
Disney Cruise Line
Dec 20, 2027 - Dec 24, 2027 (4 Nights)
Port Canaveral (Orlando), Florida • Disney Castaway Cay, Bahamas • Disney Lookout Cay at Lighthouse Point, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,943pp
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!

53% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Oct 15, 2027 - Oct 22, 2027 (7 Nights)
Galveston • Cozumel • George Town, Cayman Islands • Montego Bay, Jamaica • Galveston
Average Starting Price
$730pp
Jim's Onboard Credit
Hero of the Seas
Royal Caribbean
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
Miami • Roatan, Honduras • Cozumel • Perfect Day Cococay • Miami
Average Starting Price
$1,696pp
Jim's Onboard Credit
38% OFF
Carnival Spirit
Carnival Cruise Line
Mar 5, 2028 - Mar 12, 2028 (7 Nights)
Tampa • Fun Day at Sea • Isla Tropicale, Roatan • Belize City • Cozumel • Progreso, Mexico • Fun Day at Sea • Tampa
Average Starting Price
$776pp
Jim's Onboard Credit
Viking Sky
Viking
Dec 14, 2028 - Dec 24, 2028 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$3,799pp
Jim's Onboard Credit
Icon of the Seas
Royal Caribbean
Jul 24, 2027 - Jul 31, 2027 (7 Nights)
Miami • Costa Maya • Roatan, Honduras • Cozumel • Perfect Day Cococay • Miami
Average Starting Price
$1,894pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Aug 28, 2027 - Sep 4, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,181pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Mar 11, 2028 - Mar 20, 2028 (9 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,298pp
Jim's Onboard Credit
29% OFF
MSC World Europa
MSC Cruises
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Fort-De-France, Martinique
Average Starting Price
$949pp
Jim's Onboard Credit
45% OFF
Carnival Firenze
Carnival Cruise Line
Dec 12, 2027 - Dec 17, 2027 (5 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$431pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Feb 5, 2027 - Feb 15, 2027 (10 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale
Average Starting Price
$2,099pp
Jim's Onboard Credit
Azamara Journey
Azamara
Dec 28, 2026 - Jan 14, 2027 (17 Nights)
Bridgetown, Barbados • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Charlestown, Nevis • St. Croix • San Juan, Puerto Rico • St. John • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$5,419pp
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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