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Sky Princess
Princess Cruises
Nov 21, 2027 - Nov 28, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$949pp
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!

Sonata
Oceania Cruises
Feb 19, 2028 - Mar 1, 2028 (11 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$5,299pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Nov 27, 2027 - Dec 5, 2027 (8 Nights)
Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$824pp
Jim's Onboard Credit
Star Princess
Princess Cruises
Nov 28, 2027 - Dec 5, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Port Canaveral (Orlando), Florida
Average Starting Price
$624pp
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!

Disney Fantasy
Disney Cruise Line
Dec 3, 2027 - Dec 10, 2027 (7 Nights)
San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • Roseau, Dominica • St John's, Antigua • San Juan, Puerto Rico
Average Starting Price
$2,094pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Dec 11, 2027 - Dec 18, 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
$729pp
Jim's Onboard Credit
52% OFF
Carnival Venezia
Carnival Cruise Line
Apr 4, 2027 - Apr 11, 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
$519pp
Jim's Onboard Credit
EXPLORA II
Explora Journeys
Dec 26, 2027 - Jan 2, 2028 (7 Nights)
Miami • Puerto Plata, Dominican Republic • Catalina Island, Dominican Republic • St. Croix • St. Thomas • New Year Fireworks SJU • New Year Fireworks SJU • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$5,495pp
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!

Norwegian Joy
Norwegian Cruise Line
Mar 31, 2028 - Apr 8, 2028 (8 Nights)
Miami • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • San Juan, Puerto Rico • Great Stirrup Cay • Miami
Average Starting Price
$1,179pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Mar 27, 2027 - Apr 6, 2027 (10 Nights)
Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Fort Lauderdale
Average Starting Price
$874pp
Jim's Onboard Credit
Vista
Oceania Cruises
Mar 20, 2029 - Mar 31, 2029 (11 Nights)
Miami • San Juan, Puerto Rico • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Tortola • Miami
Average Starting Price
$4,999pp
Jim's Onboard Credit
20% OFF
Allura
Oceania Cruises
Feb 5, 2027 - Feb 12, 2027 (7 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$3,320pp
Jim's Onboard Credit
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