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Celebrity Apex
Celebrity Cruises
Jan 22, 2028 - Jan 29, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Port Canaveral (Orlando), Florida
Average Starting Price
$925pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Feb 7, 2028 - Feb 19, 2028 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,589pp
Jim's Onboard Credit
MSC World Asia
MSC Cruises
Oct 31, 2027 - Nov 27, 2027 (27 Nights)
Genoa (Portofino), Italy • Naples, Italy • Messina (Taormina), Italy • Valletta, Malta • Barcelona, Spain • Palma de Mallorca, Spain • Alicante, Spain • Malaga, Spain • Las Palmas (Gran Canaria), Spain • St John's, Antigua • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique
Average Starting Price
$3,368pp
Jim's Onboard Credit
Allura
Oceania Cruises
Dec 21, 2026 - Jan 7, 2027 (17 Nights)
Miami • Costa Maya • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$11,399pp
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!

Hero of the Seas
Royal Caribbean
Nov 13, 2027 - Nov 20, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Perfect Day Cococay • Miami
Average Starting Price
$1,583pp
Jim's Onboard Credit
40% OFF
Marina
Oceania Cruises
Dec 10, 2026 - Dec 22, 2026 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$2,640pp
Jim's Onboard Credit
Sun Princess
Princess Cruises
Feb 5, 2028 - Feb 19, 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
$1,639pp
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 of the Seas
Royal Caribbean
Apr 18, 2027 - Apr 25, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,500pp
Jim's Onboard Credit
FREE Specialty Dining Meal

Jim's Ship Pick
This is the BEST ship I’ve EVER sailed on! It rarely felt crowded, the food was incredible, the shows were absolutely phenomenal, and there’s something for everyone!

Norwegian Prima
Norwegian Cruise Line
Dec 25, 2027 - Jan 1, 2028 (7 Nights)
San Juan, Puerto Rico • St. Kitts • Bridgetown, Barbados • St John's, Antigua • Philipsburg, St. Maarten • Tortola • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,959pp
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!

Rotterdam
Holland America Line
Jan 23, 2027 - Feb 13, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,029pp
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!

Celebrity Xcel
Celebrity Cruises
Mar 12, 2028 - Mar 19, 2028 (7 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,011pp
Jim's Onboard Credit
Viking Sea
Viking
Jan 27, 2028 - Feb 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
$4,299pp
Jim's Onboard Credit
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