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Disney Fantasy
Disney Cruise Line
Feb 6, 2028 - Feb 13, 2028 (7 Nights)
Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,866pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Dec 23, 2027 - Jan 3, 2028 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Grenada • Fort-De-France, Martinique • St John's, Antigua • St. Thomas • Fort Lauderdale
Average Starting Price
$2,166pp
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!

Sun Princess
Princess Cruises
Jan 15, 2028 - Jan 29, 2028 (14 Nights)
Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,318pp
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 Prima
Norwegian Cruise Line
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Philipsburg, St. Maarten • Bridgetown, Barbados • Tortola • San Juan, Puerto Rico
Average Starting Price
$1,219pp
Jim's Onboard Credit
Viking Sea
Viking
Dec 27, 2027 - Jan 6, 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
$3,599pp
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!

Odyssey of the Seas
Royal Caribbean
Jan 25, 2027 - Feb 6, 2027 (12 Nights)
Cape Liberty • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Castries, St. Lucia • Philipsburg, St. Maarten • Cape Liberty
Average Starting Price
$1,980pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Eclipse
Celebrity Cruises
Feb 8, 2027 - Feb 19, 2027 (11 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Roseau, Dominica • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,749pp
Jim's Onboard Credit
Viking Sky
Viking
Dec 29, 2027 - Jan 8, 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

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!

Icon of the Seas
Royal Caribbean
May 8, 2027 - May 15, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$1,460pp
Jim's Onboard Credit
FREE Specialty Dining Meal
47% OFF
MSC Seashore
MSC Cruises
Nov 20, 2027 - Nov 28, 2027 (8 Nights)
Miami • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Miami
Average Starting Price
$848pp
Jim's Onboard Credit
Valiant Lady
Virgin Voyages
Feb 6, 2027 - Feb 13, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,043pp
Jim's Onboard Credit
60% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Jul 3, 2027 - Jul 10, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$849pp
Jim's Onboard Credit
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