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Crown Princess
Princess Cruises
Dec 28, 2028 - Jan 5, 2029 (8 Nights)
Fort Lauderdale • Amber Cove, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Tortola • Fort Lauderdale
Average Starting Price
$1,325pp
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!

48% OFF
MSC Meraviglia
MSC Cruises
Dec 27, 2026 - Jan 10, 2027 (14 Nights)
Miami • Grand Turk • Ocean Cay • Nassau • Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$1,595pp
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!

Celebrity Apex
Celebrity Cruises
Nov 21, 2026 - Nov 28, 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
$1,044pp
Jim's Onboard Credit
54% OFF
Carnival Magic
Carnival Cruise Line
Dec 26, 2026 - Jan 3, 2027 (8 Nights)
Miami • Relaxaway Half Moon Cay • Fun Day at Sea • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$758pp
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!

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!

61% OFF
Carnival Celebration
Carnival Cruise Line
Feb 7, 2027 - Feb 14, 2027 (7 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • St. Thomas • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Miami
Average Starting Price
$396pp
Jim's Onboard Credit
Celebrity Xcel
Celebrity Cruises
Dec 6, 2026 - Dec 13, 2026 (7 Nights)
Miami • Nassau • St. Thomas • St John's, Antigua • Miami
Average Starting Price
$1,024pp
Jim's Onboard Credit
Icon of the Seas
Royal Caribbean
Jan 2, 2027 - Jan 9, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,323pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Eurodam
Holland America Line
Dec 12, 2026 - Dec 26, 2026 (14 Nights)
Fort Lauderdale • Nassau • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,144pp
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!

Harmony of the Seas
Royal Caribbean
Feb 5, 2028 - Feb 12, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$927pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Feb 13, 2028 - Feb 20, 2028 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$668pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Mar 13, 2027 - Mar 20, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • St. Thomas • Tortola • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$3,079pp
Jim's Onboard Credit
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