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October 2026

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Sun Princess

Princess Cruises

Feb 12, 2028 - Feb 19, 2028 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$770pp

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!

Rotterdam

Holland America Line

Feb 2, 2027 - Feb 23, 2027 (21 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale

Average Starting Price

$4,289pp

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!

Brilliance of the Seas

Royal Caribbean

Jan 22, 2027 - Jan 25, 2027 (3 Nights)

Fort Lauderdale • Nassau • Perfect Day Cococay • Fort Lauderdale

Average Starting Price

Mar 25, 2028 - Apr 2, 2028 (8 Nights)

Fort Lauderdale • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Mar 15, 2028 - Apr 1, 2028 (17 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,239pp

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!

Regal Princess

Princess Cruises

Jan 17, 2027 - Jan 23, 2027 (6 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale

Average Starting Price

$629pp

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!

Celebrity Silhouette

Celebrity Cruises

Jan 10, 2027 - Jan 16, 2027 (6 Nights)

Fort Lauderdale • Cozumel • Roatan, Honduras • Costa Maya • Fort Lauderdale

Average Starting Price

Apr 27, 2028 - May 1, 2028 (4 Nights)

Fort Lauderdale • Nassau • Disney Lookout Cay at Lighthouse Point, Bahamas • Fort Lauderdale

Average Starting Price

Oct 28, 2028 - Nov 4, 2028 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

$925pp

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!

Enchanted Princess

Princess Cruises

Feb 3, 2029 - Feb 13, 2029 (10 Nights)

Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • St. Lucia • St John's, Antigua • Philipsburg, St. Maarten • Fort Lauderdale

Average Starting Price

Dec 3, 2026 - Dec 12, 2026 (9 Nights)

Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Roseau, Dominica • St John's, Antigua • Fort Lauderdale

Average Starting Price

Mar 12, 2027 - Mar 15, 2027 (3 Nights)

Fort Lauderdale • Nassau • Perfect Day Cococay • Fort Lauderdale

Average Starting Price

$519pp

Jim's Onboard Credit

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