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Crown Princess
Princess Cruises
Jan 24, 2027 - Jan 31, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$639pp
Jim's Onboard Credit
36% OFF
Carnival Firenze
Carnival Cruise Line
Apr 16, 2028 - Apr 30, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,045pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 15, 2028 - Jan 22, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,219pp
Jim's Onboard Credit
35% OFF
Carnival Vista
Carnival Cruise Line
Dec 18, 2027 - Dec 26, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$1,084pp
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!

Celebrity Xcel
Celebrity Cruises
Jan 17, 2027 - Jan 24, 2027 (7 Nights)
Miami • Nassau • St. Thomas • St John's, Antigua • Miami
Average Starting Price
$887pp
Jim's Onboard Credit
Harmony of the Seas
Royal Caribbean
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$968pp
Jim's Onboard Credit
Norwegian Aqua
Norwegian Cruise Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$1,099pp
Jim's Onboard Credit
46% OFF
MSC Meraviglia
MSC Cruises
Jan 16, 2027 - Jan 30, 2027 (14 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Puerto Plata, Dominican Republic • Miami • Nassau • Ocean Cay • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,175pp
Jim's Onboard Credit
Eurodam
Holland America Line
Mar 15, 2028 - Mar 26, 2028 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,849pp
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!

Disney Treasure
Disney Cruise Line
Apr 10, 2027 - Apr 17, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Tortola • St. Thomas • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$2,477pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Jan 6, 2027 - Jan 15, 2027 (9 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,149pp
Jim's Onboard Credit
Norwegian Luna
Norwegian Cruise Line
Jan 23, 2028 - Jan 30, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami
Average Starting Price
$969pp
Jim's Onboard Credit
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