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Emerald Princess
Princess Cruises
Nov 14, 2027 - Nov 28, 2027 (14 Nights)
Fort Lauderdale • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,213pp
Jim's Onboard Credit
Island Princess
Princess Cruises
Nov 15, 2027 - Nov 29, 2027 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Dominica • St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,354pp
Jim's Onboard Credit
Disney Dream
Disney Cruise Line
Apr 16, 2027 - Apr 23, 2027 (7 Nights)
San Juan, Puerto Rico • Willemstad, Curacao • Oranjestad, Aruba • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$3,927pp
Jim's Onboard Credit
30% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Nov 28, 2027 - Dec 8, 2027 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Tortola • Miami
Average Starting Price
$7,099pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Apr 9, 2027 - Apr 21, 2027 (12 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Martinique • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$924pp
Jim's Onboard Credit
Disney Destiny
Disney Cruise Line
Jan 30, 2027 - Feb 6, 2027 (7 Nights)
Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$1,641pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Apr 6, 2027 - Apr 16, 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
$1,024pp
Jim's Onboard Credit
Norwegian Pearl
Norwegian Cruise Line
Nov 27, 2027 - Dec 8, 2027 (11 Nights)
Philadelphia • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Philadelphia
Average Starting Price
$1,203pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Nov 18, 2027 - Nov 26, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,069pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$709pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Apr 10, 2027 - Apr 17, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$795pp
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!

57% OFF
MSC Meraviglia
MSC Cruises
Apr 10, 2027 - Apr 22, 2027 (12 Nights)
Miami • Philipsburg, St. Maarten • Ponta Delgada (Azores), Portugal • Lisbon, Portugal
Average Starting Price
$878pp
Jim's Onboard Credit
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