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Scarlet Lady
Virgin Voyages
Feb 26, 2028 - Mar 4, 2028 (7 Nights)
San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$903pp
Jim's Onboard Credit
48% OFF
MSC Seashore
MSC Cruises
Dec 12, 2027 - Dec 26, 2027 (14 Nights)
Miami • Ocean Cay • Puerto Plata, Dominican Republic • Nassau • Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$1,597pp
Jim's Onboard Credit
Island Princess
Princess Cruises
Nov 29, 2027 - Dec 13, 2027 (14 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St. Kitts • Dominica • Bridgetown, Barbados • St. Lucia • Grenada • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,024pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Dec 4, 2027 - Dec 14, 2027 (10 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale
Average Starting Price
$1,172pp
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!

Allura
Oceania Cruises
Feb 19, 2027 - Mar 11, 2027 (20 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami • George Town, Cayman Islands • Falmouth, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Cabo Rojo, Dominican Republic • Nassau • Miami
Average Starting Price
$11,349pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Mar 1, 2028 - Mar 11, 2028 (10 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami
Average Starting Price
$4,799pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Jan 25, 2027 - Feb 4, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • Tortola • Basseterre, St. Kitts and Nevis • St John's, Antigua • Bimini • Miami
Average Starting Price
$1,090pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 5, 2027 - Dec 19, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Martinique • Dominica • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,483pp
Jim's Onboard Credit
Vista
Oceania Cruises
Nov 13, 2028 - Nov 25, 2028 (12 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Tortola • Miami
Average Starting Price
$4,899pp
Jim's Onboard Credit
Symphony of the Seas
Royal Caribbean
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Perfect Day Cococay • Nassau • Fort Lauderdale
Average Starting Price
$1,050pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 14, 2027 - Dec 24, 2027 (10 Nights)
Fort Lauderdale • St. Thomas • St. Kitts • St John's, Antigua • St. Lucia • Philipsburg, St. Maarten • Fort Lauderdale
Average Starting Price
$824pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Dec 19, 2027 - Jan 2, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$2,088pp
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!

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