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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 Fri, Sep 12 - Fri, Sep 19 airline logo American Airlines $270
Miami Grand Cayman Sat, Aug 2 - Wed, Aug 6 airline logo United Airlines $359
Chicago Grand Cayman Wed, Aug 13 - Wed, Aug 20 airline logo Cayman Airways $466
Newark Grand Cayman Mon, Sep 1 - Sat, Sep 6 airline logo American Airlines $234
Detroit Grand Cayman Wed, Sep 10 - Fri, Sep 19 Delta Airlines Delta Air Lines $512
Washington DC Grand Cayman Fri, Sep 26 - Tue, Sep 30 airline logo American Airlines $406
Boston Grand Cayman Sun, Aug 17 - Sun, Aug 24 airline logo US Airways $407
Dallas Grand Cayman Wed, Aug 27 - Wed, Sep 3 airline logo American Airlines $345
Tampa Grand Cayman Mon, Sep 15 - Thu, Sep 18 airline logo Cayman Airways $390
Charlotte Grand Cayman Mon, Aug 11 - Fri, Aug 15 airline logo US Airways $758
Philadelphia Grand Cayman Wed, Jul 30 - Sun, Aug 3 airline logo US Airways $649
Denver Grand Cayman Sat, Aug 23 - Sat, Aug 30 airline logo United Airlines $509
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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, Aug 21 - Sun, Aug 24 airline logo American Airlines $312
Miami Grand Cayman Thu, Sep 18 - Mon, Sep 22 airline logo Cayman Airways $420
Chicago Grand Cayman Thu, Sep 18 - Mon, Sep 22 airline logo American Airlines $477
Newark Grand Cayman Mon, Aug 4 - Mon, Aug 11 Multiple Airlines Check rates
Detroit Grand Cayman Thu, Aug 28 - Mon, Sep 1 airline logo US Airways $545
Washington DC Grand Cayman Thu, Sep 11 - Mon, Sep 15 airline logo American Airlines $436
Boston Grand Cayman Fri, Aug 15 - Sun, Aug 17 airline logo US Airways $427
Dallas Grand Cayman Thu, Sep 11 - Mon, Sep 15 airline logo American Airlines $345
Tampa Grand Cayman Thu, Sep 18 - Mon, Sep 22 airline logo Cayman Airways $390
Charlotte Grand Cayman Mon, Aug 4 - Mon, Aug 11 Multiple Airlines Check rates
Philadelphia Grand Cayman Mon, Aug 4 - Mon, Aug 11 Multiple Airlines Check rates
Denver Grand Cayman Mon, Aug 4 - Mon, Aug 11 Multiple Airlines Check rates
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