14-day cruise from Miami

A 14-day cruise out of Miami, Florida, is an excellent choice for those in need of a respite from their busy lives. You may tour many different destinations in a short amount of time without sacrificing the rest and rejuvenation that a vacation is supposed to provide. You won't find a better way to see the Eastern, Western, or Southern Caribbean without having to deal with any of the typical hassles, such as language hurdles or local customs. A 14-day Caribbean cruise is the best way to get a taste of the exotic in two weeks. Whether you enjoy adventure activities like snorkeling and scuba diving or prefer more laid-back activities like beach reading and sipping a chilled beverage, there is a tropical island right for you.

14-day destinations out of Miami

Discover the diverse range of exciting destinations you can visit on 14-day cruises departing from PortMiami, offering unique experiences and adventures in the Caribbean and beyond.

• Enjoy Bermuda's unique blend of British charm and island soul, renowned for its pink-sand beaches and vibrant coral reefs. Explore cruises to Bermuda.
• Experience the vibrant cultures and breathtaking landscapes of the Eastern Caribbean, from lush rainforests to idyllic beaches. Explore cruises to Eastern Caribbean.
• Venture to the Southern Caribbean to uncover hidden gems with less-traveled roads and intimate, peaceful islands. Explore cruises to Southern Caribbean.

Cruise lines departing from Miami

The world's most renowned cruise lines welcome cruisers at PortMiami, offering a variety of memorable 14-day cruise experiences.

• Azamara Club Cruises: Embark on a luxurious journey in the Caribbean, where immersive experiences await you.
• Oceania Cruises: Indulge in exquisite cuisine and refined exploration in the breathtaking Caribbean.
• Regent Seven Seas Cruises: Discover the epitome of all-inclusive luxury at sea.

A wonderful tropical vacation can be had by setting sail from Miami on a 14-day cruise. Take a 14-day tropical cruise out of Miami and explore the islands in the Bermuda, Eastern Caribbean, Southern Caribbean, all while soaking up the laid-back island vibe.

Price from: $ 7,574
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14-day
Southern Caribbean
cruise from Miami
onboard Seven Seas Mariner

Departure Date: Saturday, December 20, 2025

Line Name: Regent Seven Seas Cruises

Ship Name: Seven Seas Mariner

Duration: 14-day cruise

Cruise Type: Holiday cruise

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Ports of Call: Miami (5:00pm), Aruba (10:00am-10:00pm), Bonaire (7:00am-7:00pm), Curacao (7:00am-7:00pm), St. Georges (7:00am-7:00pm), Castries (7:00am-9:00pm), Pointe a Pitre (7:00am-6:00pm), St. Kitts (8:00am-6:00pm), Tortola (7:00am-5:00pm), Miami (7:00am);

Price from: $ 6,125
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14-day
Southern Caribbean
cruise from Miami
onboard Allura

Departure Date: Sunday, December 21, 2025

Line Name: Oceania Cruises

Ship Name: Allura

Duration: 14-day cruise

Cruise Type: Roundtrip cruise

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Ports of Call: Miami (6:00pm), Aruba (10:00am-11:00pm), Curacao (7:00am-11:00pm), Bonaire (7:00am-1:00pm), St. Georges (1:00pm-11:00pm), Bridgetown (9:00am-7:00pm), Kingstown (8:00am-6:00pm), Roseau (8:00am-7:00pm), Antigua (8:00am-11:00pm), St. Maarten (7:00am-4:00pm), Miami (8:00am);

Price from: $ 2,259
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14-day
Eastern Caribbean
cruise from Miami
onboard Azamara Onward

Departure Date: Tuesday, December 23, 2025

Line Name: Azamara Club Cruises

Ship Name: Azamara Onward

Duration: 14-day cruise

Cruise Type: Roundtrip cruise

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Ports of Call: Miami (6:00pm), San Juan (8:00am-6:00pm), St. Maarten (8:00am-10:00pm), St. Pierre (1:00pm-6:00pm), Castries (8:00am-6:00pm), St. Georges (8:00am-6:00pm), Bridgetown (8:00am-11:00pm), St. Kitts (8:00am-6:00pm), Beef Island (8:00am-2:00pm), Miami (6:00am);

Price from: $ 9,286
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14-day
Southern Caribbean
cruise from Miami
onboard Seven Seas Grandeur

Departure Date: Saturday, February 28, 2026

Line Name: Regent Seven Seas Cruises

Ship Name: Seven Seas Grandeur

Duration: 14-day cruise

Cruise Type: Roundtrip cruise

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Ports of Call: Miami (5:00pm), Aruba (10:00am-10:00pm), Curacao (8:00am-10:00pm), Bonaire (7:00am-5:00pm), St. Georges (8:00am-6:00pm), Pointe a Pitre (10:00am-10:00pm), Fort-de-France (8:00am-6:00pm), St. Kitts (8:00am-11:00pm), Gustavia (8:00am-4:00pm), Miami (7:00am);

Price from: $ 5,820
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14-day
Bermuda
cruise from Miami
onboard Allura

Departure Date: Saturday, March 21, 2026

Line Name: Oceania Cruises

Ship Name: Allura

Duration: 14-day cruise

Cruise Type: Roundtrip cruise

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Ports of Call: Miami (5:00pm), Charleston (7:00am-5:00pm), Norfolk (7:00am-11:59pm), Norfolk (0:00am-5:00pm), Royal Naval Dockyard (12:00pm-11:59pm), Royal Naval Dockyard (0:00am-5:00pm), Freeport (7:00am-5:00pm), Nassau (7:00am-5:00pm), Great Stirrup Cay (7:00am-5:00pm), Miami (8:00am);