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Cruise Dates

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October 2026

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Norwegian Sun

Norwegian Cruise Line

Apr 5, 2027 - Apr 16, 2027 (11 Nights)

Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

Jan 3, 2028 - Jan 15, 2028 (12 Nights)

Miami • San Juan, Puerto Rico • St. John • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

37% OFF

Mar 31, 2029 - Apr 8, 2029 (8 Nights)

Galveston • Fun Day at Sea • Fun Day at Sea • Nassau • Relaxaway Half Moon Cay • Celebration Key • Fun Day at Sea • Fun Day at Sea • Galveston

Average Starting Price

$934pp

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!

Wonder of the Seas

Royal Caribbean

Aug 6, 2027 - Aug 9, 2027 (3 Nights)

Miami • Perfect Day Cococay • Nassau • Miami

Average Starting Price

60% OFF

Sep 5, 2027 - Sep 12, 2027 (7 Nights)

Galveston • Costa Maya • Roatan, Honduras • Cozumel • Galveston

Average Starting Price

Jun 19, 2027 - Jun 27, 2027 (8 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Miami

Average Starting Price

49% OFF

Oct 24, 2027 - Oct 31, 2027 (7 Nights)

Miami • Fun Day at Sea • Grand Turk • Amber Cove, Dominican Republic • Fun Day at Sea • Relaxaway Half Moon Cay • Celebration Key • Miami

Average Starting Price

$539pp

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

Oct 12, 2027 - Oct 21, 2027 (9 Nights)

New York, New York • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Gustavia, St. Barts • San Juan, Puerto Rico

Average Starting Price

Nov 12, 2027 - Nov 20, 2027 (8 Nights)

San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

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

Galveston • Cozumel • Roatan, Honduras • Costa Maya • Galveston

Average Starting Price

Dec 22, 2027 - Jan 8, 2028 (17 Nights)

Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

$4,794pp

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!

Sun Princess

Princess Cruises

Nov 27, 2027 - Dec 11, 2027 (14 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale

Average Starting Price

$1,208pp

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!

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