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Star Legend
Windstar Cruises
Jan 31, 2028 - Feb 7, 2028 (7 Nights)
San Juan, Puerto Rico • St. John • Gustavia, St. Barts • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,443pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Feb 19, 2027 - Feb 28, 2027 (9 Nights)
Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • Road Bay, Anguilla • Miami
Average Starting Price
$5,845pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Jan 29, 2027 - Feb 7, 2027 (9 Nights)
Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,734pp
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!

9% OFF
Crystal Serenity
Crystal Cruises
Feb 12, 2028 - Feb 19, 2028 (7 Nights)
Fort Lauderdale • Tortola • Gustavia, St. Barts • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico
Average Starting Price
$3,560pp
Jim's Onboard Credit
Silver Ray
Silversea
Jan 25, 2029 - Feb 4, 2029 (10 Nights)
Miami • Grand Turk • Road Bay, Anguilla • St John's, Antigua • Gustavia, St. Barts • St. John • Miami
Average Starting Price
$6,700pp
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!

45% OFF
Carnival Celebration
Carnival Cruise Line
Sep 26, 2027 - Oct 3, 2027 (7 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • St. Thomas • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Miami
Average Starting Price
$591pp
Jim's Onboard Credit
60% OFF
MSC Seascape
MSC Cruises
Oct 17, 2027 - Oct 24, 2027 (7 Nights)
Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston
Average Starting Price
$544pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Oct 17, 2027 - Oct 23, 2027 (6 Nights)
Miami • Grand Turk • Perfect Day Cococay • Bimini • Miami
Average Starting Price
$861pp
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!

16% OFF
Seven Seas Voyager
Regent Seven Seas Cruises
Feb 26, 2028 - Mar 18, 2028 (21 Nights)
Rio de Janeiro, Brazil • Recife, Brazil • Macapa, , Brazil • Alter Do Chao, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Santarem, Brazil • Macapa, , Brazil • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Miami
Average Starting Price
$24,099pp
Jim's Onboard Credit
Regal Princess
Princess Cruises
Apr 3, 2027 - Apr 10, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale
Average Starting Price
$1,477pp
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!

Odyssey of the Seas
Royal Caribbean
Mar 21, 2027 - Mar 28, 2027 (7 Nights)
Cape Liberty • Port Canaveral (Orlando), Florida • Perfect Day Cococay • Nassau • Cape Liberty
Average Starting Price
$1,228pp
Jim's Onboard Credit
FREE Specialty Dining Meal
40% OFF
Carnival Freedom
Carnival Cruise Line
Mar 27, 2027 - Apr 1, 2027 (5 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Nassau • Relaxaway Half Moon Cay • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$529pp
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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