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Cheap Flights to Grand Cayman

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Flight type

Round-trip One-way
Age of children at time of trip

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Grand Cayman flights

Finding deals on flights to Grand Cayman is easy and fun with Orbitz, and the money you save on tickets will let you take part in many more events on the island!

Flights to Grand Cayman

Your Grand Cayman flights will generally land at Owen Roberts International Airport, the main airport of the Cayman Islands. More than 55 weekly Grand Cayman flights land from Miami, either on American Airlines or Cayman Airways, but service is provided from a range of providers to other locations, including Chicago, Detroit, London, and New York. With only one terminal building, Owens International may seem small, but it is an important base of operations for all flights, and flights from Delta, United, and American Airlines arrive and depart there regularly. From the Owen Roberts Airport, you can get to your hotels by complimentary van, taxi, or limousine service. Book a ride on the airport bus service in advance to get to nearby Georgetown and its cruise ships.

Grand Cayman Weather

Flights to Grand Cayman deliver you into the warmth of the tropical sun. In the winter, the temperature ranges between 75 and 85 degrees Fahrenheit. In the summer it can rise to 95 and get quite humid. If you are looking for a temperate time to visit, March may be your best bet, although if you want lower humidity and temperatures, visit any time between December and April. Seasonal trade winds keep the temperature lower, despite the humidity in the summer months. Pack mostly casual summer clothing, but remember to bring something nice for that fancy dinner!

Getting Around Grand Cayman

Your Grand Cayman flights are just the beginning of the adventure! Once you are on the island, there is a lot to do and explore. Getting around the island can be an adventure. While getting a temporary drivers license and renting a car may give you the most flexibility in exploring the island on your own, sometimes traveling the way the locals do can be even better. Several public bus lines run through the districts on the island. The main terminal is located in George Town, and licensed buses with blue plates take both US and Cayman Islands dollars. While there are few bus stops around the island, you can flag down a bus at the side of the road.

Grand Cayman Attractions

Attractions and activities include snorkeling, diving, shopping, museums, as well as hiking and caving. You could spend your entire holiday just trying to decide what to do first! Make sure you explore the natural world of Grand Cayman. Here are a few suggestions to get you started:

  • Batabano Festival, at the end of April or in early May. A weekend of live steel band music, colorful costumes and exotic foods.
  • Queen Elizabeth II Botanic Park, with a short walking tour and a visitor center.
  • Cayman Maritime Treasure Museum, with exhibits on turtle hunting, pirates, and shipbuilding.
  • Hell, West Bay. Black volcanic rocks evoke a hellish landscape.
  • Pedro St. James Castle. Built in 1780, with hourly shows and a large garden preserve.
Best Anytime fares to Grand Cayman

Cheap round-trip flights to Grand Cayman

Departure Arrival Travel dates Airline Round-trip
New York Grand Cayman Tue, Dec 9 - Tue, Dec 16 Delta Airlines Delta Air Lines $307
Miami Grand Cayman Thu, Nov 6 - Thu, Nov 13 airline logo Cayman Airways $375
Chicago Grand Cayman Sun, Nov 16 - Sun, Nov 23 airline logo United Airlines $395
Newark Grand Cayman Sat, Nov 15 - Tue, Nov 18 airline logo American Airlines $337
Detroit Grand Cayman Tue, Dec 16 - Tue, Dec 23 airline logo US Airways $478
Washington DC Grand Cayman Sun, Nov 16 - Thu, Nov 20 airline logo US Airways $437
Boston Grand Cayman Sun, Nov 30 - Sun, Dec 7 airline logo American Airlines $384
Dallas Grand Cayman Sat, Nov 8 - Wed, Nov 12 airline logo American Airlines $496
Tampa Grand Cayman Mon, Nov 17 - Mon, Nov 24 airline logo Cayman Airways $393
Charlotte Grand Cayman Sat, Nov 8 - Sat, Nov 15 airline logo United Airlines $688
Philadelphia Grand Cayman Mon, Dec 15 - Mon, Dec 22 airline logo jetBlue $710
Denver Grand Cayman Fri, Nov 7 - Sun, Nov 16 airline logo United Airlines $385
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Best weekend fares to Grand Cayman

Best weekend fares to Grand Cayman

Departure Arrival Travel dates Airline Round-trip
New York Grand Cayman Thu, Nov 20 - Mon, Nov 24 airline logo American Airlines $322
Miami Grand Cayman Fri, Nov 21 - Sat, Nov 22 airline logo Cayman Airways $375
Chicago Grand Cayman Thu, Nov 13 - Mon, Nov 17 airline logo American Airlines $398
Newark Grand Cayman Sat, Nov 1 - Sat, Nov 8 Multiple Airlines Check rates
Detroit Grand Cayman Sat, Nov 1 - Sat, Nov 8 Multiple Airlines Check rates
Washington DC Grand Cayman Thu, Nov 13 - Mon, Nov 17 airline logo American Airlines $460
Boston Grand Cayman Sat, Nov 1 - Sat, Nov 8 Multiple Airlines Check rates
Dallas Grand Cayman Thu, Nov 20 - Mon, Nov 24 airline logo American Airlines $569
Tampa Grand Cayman Fri, Nov 14 - Mon, Nov 17 airline logo Cayman Airways $375
Charlotte Grand Cayman Fri, Dec 12 - Mon, Dec 15 airline logo United Airlines $690
Philadelphia Grand Cayman Sat, Nov 1 - Sat, Nov 8 Multiple Airlines Check rates
Denver Grand Cayman Fri, Nov 14 - Mon, Nov 17 airline logo American Airlines $400
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