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Cruise Dates

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November 2026

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Norwegian Aqua

Norwegian Cruise Line

Jan 23, 2028 - Jan 30, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • Great Stirrup Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida

Average Starting Price

53% OFF

Mar 14, 2027 - Mar 20, 2027 (6 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Relaxaway Half Moon Cay • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

$432pp

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!

Star Pride

Windstar Cruises

Mar 6, 2028 - Mar 13, 2028 (7 Nights)

Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Jan 17, 2028 - Jan 22, 2028 (5 Nights)

Miami • George Town, Cayman Islands • Bimini • Miami

Average Starting Price

Nov 29, 2026 - Dec 6, 2026 (7 Nights)

Fort Lauderdale • Celebration Key • Cozumel • Roatan, Honduras • Fort Lauderdale

Average Starting Price

49% OFF

Jan 23, 2028 - Jan 29, 2028 (6 Nights)

Miami • Fun Day at Sea • Grand Turk • Amber Cove, Dominican Republic • Fun Day at Sea • Celebration Key • Miami

Average Starting Price

$432pp

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!

Azamara Quest

Azamara

Mar 13, 2028 - Mar 22, 2028 (9 Nights)

Bridgetown, Barbados • Grenada • Castries, St. Lucia • St. Pierre • Roseau, Dominica • Philipsburg, St. Maarten • Tortola • Miami

Average Starting Price

Mar 12, 2027 - Mar 19, 2027 (7 Nights)

Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados

Average Starting Price

Dec 30, 2026 - Jan 4, 2027 (5 Nights)

Miami • Puerto Plata, Dominican Republic • Bimini • Miami

Average Starting Price

$1,525pp

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!

44% OFF