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Vision of the Seas
Royal Caribbean
Feb 14, 2027 - Feb 21, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$558pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Harmony of the Seas
Royal Caribbean
Dec 23, 2027 - Dec 30, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,420pp
Jim's Onboard Credit
CBT Exclusive
$$$ Savings

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!

Crown Princess
Princess Cruises
Feb 7, 2027 - Feb 14, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Dominica • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$689pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Feb 19, 2028 - Feb 26, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,157pp
Jim's Onboard Credit
37% OFF
Carnival Firenze
Carnival Cruise Line
Mar 19, 2028 - Apr 2, 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 • St. Croix • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,037pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Nov 19, 2027 - Nov 30, 2027 (11 Nights)
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 • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$1,569pp
Jim's Onboard Credit
20% OFF
Allura
Oceania Cruises
Dec 2, 2026 - Dec 12, 2026 (10 Nights)
Miami • St. Thomas • Gustavia, St. Barts • Philipsburg, St. Maarten • St. Croix • Tortola • Miami
Average Starting Price
$4,680pp
Jim's Onboard Credit
Norwegian Bliss
Norwegian Cruise Line
Mar 6, 2028 - Mar 18, 2028 (12 Nights)
Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Tortola • St. Kitts • Philipsburg, St. Maarten • St. Thomas • Manhattan
Average Starting Price
$1,849pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Apr 4, 2027 - Apr 11, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$1,551pp
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!

48% OFF
MSC Seashore
MSC Cruises
Jan 2, 2028 - Jan 15, 2028 (13 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • Miami • Ocean Cay • Grand Turk • Nassau • Miami
Average Starting Price
$1,191pp
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!

Viking Sea
Viking
Feb 16, 2028 - Feb 26, 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
$4,499pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Roseau, Dominica • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,019pp
Jim's Onboard Credit
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