Traveling to Grand Cayman Island

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Grand Cayman Island is all too often swallowed up in the same breath as the mega-cruise ships and overdevelopment it’s grouped with, but what’s lost about this beautiful Caribbean getaway are all the reasons we fly south in the first place.

Here the water is gorgeous, warm and unparalleled to those of its more famous Caribbean neighbors, the culinary scene has abruptly graduated from tourist-driven dishes to international acclaim and the flora and fauna of this small island (21 miles around) is as impressive as it’s always been.

Yes, there are spas, submarine rides, sunset cruises, trinket shops and some of the best dive sites in the entire world, but as I showcase in my images below, Grand Cayman Island is best enjoyed for all the colorful wonders that are constantly in view. If you are looking to lay back on the beach, adventure out to explore and enjoy the company of others over a great meal or strong drink, then I highly recommend Grand Cayman.

Look for my 10 Best highlights with links at the bottom of the post. 

10 Best Highlights of the Trip

  1. Everyone wants their own private beach, right? Well I’ve found that if you start with some of the well-known but not easy to find beaches and then look left and right, you find your private beach. Here are two to start from– Starfish Point near Kaibo and Cemetery Beach on 7-Mile Beach.
  2. Watch the sunset and have a drink in one of the cabanas at The Westin on 7-Mile Beach.
  3. Splurge on fresh local seafood as you hover over the sea at Grand Old House in Georgetown.
  4. Want a reason to drive nearly half the island to get a cup of coffee? Yeah, me too. Kaibo Beach Espresso is a must.
  5. Looking to stay healthy during your stay in on Grand Cayman Island? Then head to Jessies Juice Bar in the beautifully thought out new-urban oasis of Caymana Bay.
  6. If waterside drinks, live music, volleyball and beach parties are on your agenda, then Rum Point is a must. Since several bars and restaurants are located directly on the water, there are several others I could list as runner-ups.
  7. If you are looking to shoot some underwater photography while you’re snorkeling or diving around the reefs of the Caymans, then you would be remiss to pass up a stop into Cathy Church’s Photo Centre.
  8. Craft F&B Co. is a pub that delivers on hearty American fare with a wide selection of craft brews and picklebacks to boot.
  9. Restaurant Pappagallo. It’s almost strange that this Polynesian-inspired hideaway is an Italian restaurant, but don’t be fooled by the rather ordinary menu, the food is spectacular and the setting is unrivaled.
  10. Close spot to dive, snorkel or sit on the sand and take in a breathtaking caribbean cove– Smith’s Cove is your place and it’s right next door to Georgetown.
  11. Bonus – The Mastic Trail with tour guide, Stuart Mailer. A truly insightful walking tour through the dense canopy of the Mastic Trees. 
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