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42% OFF
MSC Meraviglia
MSC Cruises
Feb 27, 2027 - Mar 7, 2027 (8 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Amber Cove, Dominican Republic • Miami
Average Starting Price
$697pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Dec 30, 2027 - Jan 6, 2028 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$2,234pp
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!

Crown Princess
Princess Cruises
Feb 21, 2027 - Mar 7, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Philipsburg, St. Maarten • Martinique • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,436pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Oct 30, 2027 - Nov 6, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$735pp
Jim's Onboard Credit
Star of the Seas
Royal Caribbean
Jun 20, 2027 - Jun 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • Samana, Dominican Republic • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,804pp
Jim's Onboard Credit

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 Aqua
Norwegian Cruise Line
Jun 27, 2027 - Jul 4, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,229pp
Jim's Onboard Credit
29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Jan 19, 2029 - Jan 29, 2029 (10 Nights)
Miami • Tortola • St John's, Antigua • Castries, St. Lucia • Roseau, Dominica • St. Thomas • Miami
Average Starting Price
$7,499pp
Jim's Onboard Credit
Harmony of the Seas
Royal Caribbean
Oct 2, 2027 - Oct 9, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St. Thomas • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida
Average Starting Price
$965pp
Jim's Onboard Credit
48% OFF
Carnival Vista
Carnival Cruise Line
Sep 25, 2027 - Oct 2, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • San Juan, Puerto Rico • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$545pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Feb 26, 2027 - Mar 5, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$539pp
Jim's Onboard Credit
Hero of the Seas
Royal Caribbean
Nov 20, 2027 - Nov 27, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • St. Thomas • Perfect Day Cococay • Miami
Average Starting Price
$2,287pp
Jim's Onboard Credit
Allura
Oceania Cruises
Dec 28, 2026 - Jan 7, 2027 (10 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$6,499pp
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!

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