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October 2026

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EXPLORA I

Explora Journeys

Jan 20, 2027 - Feb 5, 2027 (16 Nights)

Miami • Ocho Rios, Jamaica • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • Belize City • Key West, Florida • Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Nov 28, 2027 - Dec 12, 2027 (14 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Dec 5, 2027 - Dec 19, 2027 (14 Nights)

Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami

Average Starting Price

$1,098pp

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!

Marina

Oceania Cruises

Feb 13, 2027 - Feb 23, 2027 (10 Nights)

Miami • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Great Stirrup Cay • Miami

Average Starting Price

Apr 3, 2028 - Apr 19, 2028 (16 Nights)

Fort Lauderdale • St. Thomas • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • St. Lucia • Grenada • Bridgetown, Barbados • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

46% OFF

Mar 27, 2027 - Apr 10, 2027 (14 Nights)

Miami • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • 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!

Vision of the Seas

Royal Caribbean

Mar 21, 2027 - Mar 28, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • San Juan, Puerto Rico

Average Starting Price

$850pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Celebrity Apex

Celebrity Cruises

Dec 28, 2027 - Jan 4, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • Grand Turk • San Juan, Puerto Rico • Philipsburg, St. Maarten • Port Canaveral (Orlando), Florida

Average Starting Price

$2,033pp

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 Constellation

Celebrity Cruises

Jan 9, 2027 - Jan 16, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Grenada • San Juan, Puerto Rico

Average Starting Price

38% OFF

Jan 23, 2028 - Feb 6, 2028 (14 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Martinique • Grenada • Bridgetown, Barbados • Fun Day at Sea • Philipsburg, St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida

Average Starting Price

Mar 17, 2027 - Mar 27, 2027 (10 Nights)

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

Average Starting Price

$1,074pp

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!

Star Princess

Princess Cruises

Mar 10, 2029 - Mar 25, 2029 (15 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Fort Lauderdale • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Celebration Key • Fort Lauderdale

Average Starting Price

$2,434pp

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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