How to Spend One Unforgettable Week in Grand Cayman

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Advisor - Lindsay Insler
Curated By

Lindsay Insler

  • Adventure Travel

  • Family Travel

  • Luxury Travel

  • Destination Weddings

  • Honeymoons

  • Cayman Islands

  • Island

Advisor - How to Spend One Unforgettable Week in Grand Cayman
Curator’s statement

I’ve been lucky to visit the Cayman Islands 10 times and during most milestones of my life: my 20s, my wedding on Grand Cayman, honeymoon on Cayman Brac, babymoon and now, with my young kids. Grand Cayman is a special place. It is beautiful. It is small and extremely navigable. It is safe. The people are welcoming. It has amazing food and beaches. And a Cayman sunset cannot be beat.

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Where to stay on Grand Cayman

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Things to do on Grand Cayman

Visiting Stingray City on a beautiful Cayman day

Seven Mile Beach in Grand Cayman is a stunning stretch of powdery white sand and crystal-clear turquoise water, renowned for its beauty, calm surf and upscale resorts.

Stingray City is a unique shallow sandbar in Grand Cayman where visitors can safely swim, feed and interact with friendly wild stingrays in their natural habitat.

Water play (scuba diving / snorkeling / jet ski / paddleboarding): Grand Cayman offers world-class scuba diving with dramatic wall dives and vibrant marine life. It is exhilarating snorkeling over coral reefs and shipwrecks. Or go on a thrilling jet-ski adventure that lets you explore the island’s stunning coastline and top snorkeling sites.

Cayman Turtle Centre is a unique conservation and adventure park in Grand Cayman. Visitors can interact with sea turtles, snorkel in a marine lagoon, and explore wildlife exhibits, all while supporting efforts to protect endangered species.

Deep-sea fishing in Grand Cayman offers thrilling opportunities to reel in big game. There are species like Blue marlin, Yellowfin Tuna, Mahi-Mahi and Wahoo, just minutes from shore, thanks to the island's steep underwater drop-offs and rich marine ecosystems.

Starfish Point is a tranquil beach on Grand Cayman's North Side. It is known for its shallow, crystal-clear waters, where visitors can observe vibrant red cushion sea stars in their natural habitat. It offers a serene spot for snorkeling and relaxation.

Georgetown is the capital of the Cayman Islands. It is a vibrant coastal city blending rich maritime history, world-class financial services and bustling cruise tourism. It includes attractions like duty-free shopping, waterfront dining and easy access to coral reefs and cultural sites.

Camana Bay is a vibrant, pedestrian-friendly waterfront town in Grand Cayman. It seamlessly blends upscale shopping, diverse dining, luxury residences and cultural experiences, all nestled between Seven Mile Beach and the North Sound

Hell in Grand Cayman is a quirky roadside attraction in West Bay. It features jagged black limestone formations resembling a scorched landscape. Visitors can snap photos, browse devil-themed souvenirs and send postcards from the tongue-in-cheek Hell Post Office. ​

The Spa at Seafire is an 8,500-square-foot sanctuary at Kimpton Seafire Resort + Spa. It offers a blend of modern design and natural elements, featuring seven treatment rooms, the island's only open-air Jacuzzi, a hammam with volcanic ash exfoliations and a quartz sand table for therapeutic massages.​

Places to eat & drink on Grand Cayman

Anniversary dinner at The Wharf

The Wharf is a renowned waterfront restaurant in Grand Cayman. It offers fine dining with panoramic ocean views, an award-winning wine list and nightly tarpon feedings, making it a popular choice for both locals and visitors. And this is where we had our wedding.

Coconut Joe’s Beach Bar & Grill is a lively, family-friendly restaurant. It is located just steps from Seven Mile Beach in Grand Cayman. They offer a diverse menu of Caribbean and international dishes, daily drink specials and live music in a relaxed, open-air setting. Get a beergarita!!

Abacus is a refined modern Caribbean restaurant located in Camana Bay, Grand Cayman. It offers a sophisticated seasonal menu that includes popular dishes like oxtail eggrolls, 20-oz prime ribeye on the bone and banana-leaf-wrapped whole fish. This delicious fare is complemented by an exceptional wine list and handcrafted cocktails. Plus, they have all-you-can-eat Caribbean lobster tails on Sat, Tues and Thurs nights.

Rackems Waterfront Restaurant & Bar in George Town is a laid-back, open-air eatery perched on the iron shore. It offers casual island dining with fresh seafood, signature cocktails and nightly tarpon feedings, all set against a backdrop of stunning harbor sunsets. They do a tarpon (fish) feeding every night around 7 pm.

Ms. Piper’s Kitchen + Garden is a whimsical, garden-inspired restaurant tucked away in the heart of Seven Mile Beach, Grand Cayman. It offers a seasonal international menu, signature cocktails and a tranquil atmosphere that evokes the spirit of a free-spirited traveler. (This place is so good.)

Macabuca, is a vibrant oceanfront tiki bar and grill located in West Bay, Grand Cayman. It offers casual Caribbean dining, refreshing cocktails and direct access to Turtle Reef for exceptional shore snorkeling and diving experiences.

Ristorante Pappagallo is an elegant Italian restaurant in West Bay, Grand Cayman. It is renowned for its fresh, seasonally inspired dishes, handcrafted pastas and an extensive wine list featuring over 500 selections. This is all set within a serene bird sanctuary overlooking a natural saltwater lagoon. I had the best brunch buffet of my life here!

Rankin's Jerk Centre in Bodden Town is a beloved local eatery known for its authentic Caymanian jerk chicken and pork. Dishes are served with traditional sides like rice and peas, plantains, and cornbread, offering generous portions in a casual, picnic-style setting.

Gelato & Co. Cremeria Italiana in Camana Bay is an artisanal gelateria offering handcrafted Italian gelato, coffee and pastries. All is made fresh daily with the finest ingredients, including seasonal local fruits and options for vegan, gluten-free and dairy-free diets.

Need to know

  • Apps to download while visiting Grand Cayman: Cayman Good Taste, What’s On Cayman.

  • Cayman is part of the British West Indies. Americans do need a passport to visit the island.

  • Georgetown can get busy when there are many cruise ships docked. Check out the Cayman Port Authority website to see how many cruise ships and how many passengers will be docking each day.

Advisor - Lindsay Insler

Travel Advisor

Lindsay Insler

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