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Cruise Dates

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October 2026

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Norwegian Prima

Norwegian Cruise Line

Feb 14, 2027 - Feb 21, 2027 (7 Nights)

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

Average Starting Price

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

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

Average Starting Price

Mar 6, 2029 - Mar 17, 2029 (11 Nights)

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

Average Starting Price

Jan 30, 2028 - Feb 6, 2028 (7 Nights)

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

Average Starting Price

Nov 6, 2027 - Nov 22, 2027 (16 Nights)

Barcelona, Spain • Cadiz, Spain • Funchal, Portugal • St John's, Antigua • Road Bay, Anguilla • San Juan, Puerto Rico • Miami

Average Starting Price

9% OFF

Dec 2, 2027 - Dec 10, 2027 (8 Nights)

Cartagena, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Pointe-à-Pitre, Guadeloupe • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico

Average Starting Price

Feb 20, 2028 - Feb 27, 2028 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico

Average Starting Price

Dec 20, 2026 - Dec 28, 2026 (8 Nights)

Miami • Ocho Rios, Jamaica • Catalina Island, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico

Average Starting Price

$5,660pp

Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Azamara Quest

Azamara

Dec 12, 2027 - Dec 27, 2027 (15 Nights)

Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • Portsmouth, Dominica • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • Bridgetown, Barbados

Average Starting Price

Apr 29, 2028 - May 6, 2028 (7 Nights)

San Juan, Puerto Rico • St. John • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • Marigot Bay, St. Lucia • Miami

Average Starting Price

Dec 10, 2028 - Dec 20, 2028 (10 Nights)

San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico

Average Starting Price

Feb 20, 2028 - Feb 27, 2028 (7 Nights)

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

Average Starting Price

$899pp

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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