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66% OFF
MSC Poesia
MSC Cruises
Nov 12, 2026 - Dec 3, 2026 (21 Nights)
Miami • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St John's, Antigua • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami
Average Starting Price
$9,300pp
Jim's Onboard Credit
Coral Princess
Princess Cruises
Nov 8, 2026 - Nov 18, 2026 (10 Nights)
Fort Lauderdale • St John's, Antigua • Philipsburg, St. Maarten • Dominica • St. Kitts • St. Thomas • Fort Lauderdale
Average Starting Price
$739pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Oranjestad, Aruba • San Juan, Puerto Rico
Average Starting Price
$903pp
Jim's Onboard Credit
46% OFF
MSC Meraviglia
MSC Cruises
Mar 13, 2027 - Mar 27, 2027 (14 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • St. Thomas • Nassau • Miami • Grand Turk • Ocean Cay • Nassau • Miami
Average Starting Price
$1,345pp
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!

29% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Mar 20, 2027 - Mar 30, 2027 (10 Nights)
Miami • St. Thomas • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • Fort-De-France, Martinique • St John's, Antigua • Tortola • San Juan, Puerto Rico
Average Starting Price
$7,299pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Mar 29, 2027 - Apr 9, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,837pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Nov 15, 2026 - Nov 25, 2026 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Bimini • Miami
Average Starting Price
$2,350pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Sep 25, 2027 - Oct 2, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$606pp
Jim's Onboard Credit
Adventure of the Seas
Royal Caribbean
Jan 26, 2028 - Feb 4, 2028 (9 Nights)
Port Canaveral (Orlando), Florida • Basseterre, St. Kitts and Nevis • Fort-De-France, Martinique • St John's, Antigua • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,005pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Feb 23, 2027 - Mar 16, 2027 (21 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$3,989pp
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
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Miami • Nassau • St. Thomas • St John's, Antigua • Miami
Average Starting Price
$942pp
Jim's Onboard Credit
Viking Sea
Viking
Dec 17, 2027 - Dec 27, 2027 (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
$3,599pp
Jim's Onboard Credit
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