When to Go
As with all Caribbean islands, the Caymans have high and low seasons. Hurricane season starts around June 1 and goes until November 30. Prime time for visiting is mid-December until mid-April. But great hotel deals can be found in late April and May while the weather is still beautiful and the beaches are less crowded. Just bear in mind, some restaurants aren’t open during low season and some hotels have fewer amenities. If you plan to travel during a prime winter holiday such as Christmas, New Year's, or Presidents' Day weekend, book well in advance to ensure vacancy as well as car rental.
The Cayman Islands are easily accessible from many cities in the United States, with Grand Cayman being the main port of entry to both Cayman Brac and Little Cayman. The islands are just a 70-minute flight from Miami. Direct flights are offered from Miami by American Airlines and Cayman Airways. Getting between the three islands is also very easy, as multiple inter-island flights are offered daily to and from Grand Cayman, Cayman Brac, and Little Cayman. Flights also leave from other cities including Houston, Tampa, and Atlanta.
If you come by cruise ship or just plan to settle into your resort, renting a car isn’t necessary. You can easily get around by bus or taxi and avoid the hassle of renting. If you want to explore the islands, though, renting a car is your best bet. Keep in mind the Cayman Islands are still a British Overseas Territory, so driving on the left side of the road is standard. Also, be sure to reserve a rental a day or two in advance—or more during high season—to ensure availability.
Food and Drink
Food in the Cayman Islands centers around fresh and local seafood. Signature Caymanian dishes are also authentic and delicious. One recipe that dates back generations is the Cayman jerk rub. Used to spice a variety of meats from pork to chicken, this spicy concoction is made up of allspice berries, hot pepper, thyme, and cinnamon. Other specialties range from turtle stew—the national dish—to conch dishes. Grand Cayman is known for its farm/fishing boat–to-table brasseries as well as breathtaking oceanfront dining under the stars. The liquor of choice on the island is spiced rum, with domestic brands like Tortuga and Seven Fathoms produced on Grand Cayman.
What the Locals Know
It's good to understand the ways in which Great Britain influences the islands in etiquette and customs. Similar to England, the legal drinking age is 18, yet open containers are illegal on the streets, beaches, or anywhere that isn’t zoned for consumption. For the Caribbean, Grand Cayman is quite cosmopolitan. The restaurants encourage smart casual attire, and visitors should be covered up once off the beaches. If you're staying on the islands, be mindful of the days that cruise ships come into port for the day. Places like George Town and Rum Point get crowded from the influx of passengers passing through and make the experience a bit more chaotic.
Jordyn Kraemer is a journalist who lives in New York City but after years of the hustle and bustle of the city, she has made the Cayman Islands her home away from home. She travels the world as a writer, model, brand ambassador, and adventurer. Her recent journeys can be viewed on her lifestyle blog LoveTravelStyle.com
or on her Instagram @jordynkraemer.