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November 2026

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Regal Princess

Princess Cruises

Apr 2, 2028 - Apr 9, 2028 (7 Nights)

Miami • Celebration Key • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Grand Turk • Miami

Average Starting Price

$894pp

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

Jan 3, 2027 - Jan 10, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Roseau, Dominica • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Dec 13, 2026 - Dec 21, 2026 (8 Nights)

Port Canaveral (Orlando), Florida • Celebration Key • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Port Canaveral (Orlando), Florida

Average Starting Price

$795pp

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!

Rhapsody of the Seas

Royal Caribbean

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

San Juan, Puerto Rico • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Feb 9, 2029 - Feb 20, 2029 (11 Nights)

Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Oranjestad, Aruba • Willemstad, Curacao • Fort Lauderdale

Average Starting Price

Dec 9, 2028 - Dec 23, 2028 (14 Nights)

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

Average Starting Price

$2,054pp

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!

47% OFF

MSC World America

MSC Cruises

Oct 21, 2028 - Nov 4, 2028 (14 Nights)

Miami • Roatan, Honduras • Costa Maya • Cozumel • Ocean Cay • Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami

Average Starting Price

$1,601pp

Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Sun Princess

Princess Cruises

Dec 13, 2026 - Dec 27, 2026 (14 Nights)

Fort Lauderdale • Celebration Key • Cozumel • Roatan, Honduras • Fort Lauderdale • San Juan, Puerto Rico • Grand Turk • Celebration Key • Fort Lauderdale

Average Starting Price

$1,698pp

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!

Norwegian Prima

Norwegian Cruise Line

Apr 15, 2028 - Apr 22, 2028 (7 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Mar 5, 2028 - Mar 19, 2028 (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

Oct 11, 2027 - Nov 1, 2027 (21 Nights)

Montreal, Quebec • Cruising St. Lawrence River • Quebec City, Quebec • Gaspe, Quebec • Sydney, Nova Scotia • Sydney, Nova Scotia • Halifax, Nova Scotia • Halifax, Nova Scotia • Bar Harbor, Maine • Portland, Australia • Boston • Hamilton, Bermuda • Hamilton, Bermuda • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Jan 17, 2027 - Jan 31, 2027 (14 Nights)

Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Grand Turk • Fort Lauderdale

Average Starting Price

$1,373pp

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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