We wanted to spend my 40th birthday as a family somewhere warm where Olivia could swim and we could enjoy some sunshine. She is a great swimmer and we wanted to see if she was ready to try snorkeling.

Southwest flies to Grand Cayman currently through Houston and Fort Lauderdale. Since we scored the Companion Pass this year, I fly free when Brian flies. We wanted to take advantage of this perk and Grand Cayman was one of the destinations on our list of vacation destinations.

Where to Stay


Sea Fire

(Ultimately we chose the Ritz)


They drive on the left side of the road here. You need a permit if renting a car. We are not planning on renting a car as we are staying on 7 mile beach. If we want to venture out we can take a cab.


Full Face Snorkel Masks $100

Mott50 Long Sleeve Matching swimsuits $150

Underwater Camera $50


Family Activities

Wow Balls

Crystal Caves – $110 total, $40/adult and $30/kid, they have 90 minute tours starting at 9am and 10am.

Oasis Aqua Park Cayman – $50/adult and $30/kid

Dolphin Cove

Turtle Center – $45/adult and Olivia is free because 5 years and under are free.

Bioluminescent Tour – $100

Rent Hammock Bikes – $65 for the day

Submarine Tour $270 – $110/adult online, $60/child, decide if you want day or night, on Thursdays it leaves from Westin

Kid Centered Activities

Jolly Roger Pirate Ship – $200, $80/adult and $40/kid, they stop and snorkel,

Swim with Horses $450
Private rides $150/pp
Olivia is too young have to be 5-6 and have had riding lessons



Rum Point Beach

7 Mile Beach (staying on it)




The Shoe Tree

Wednesdays check out the Artisan Market

Hike Mastic Trail

Camana Bay Oberservation Tower

Ferry to Rum Point

Renting a Chartered Boat

Book a chartered boat with Crystal Charters Cayman. BBQ on the beach with them.

  • Stingray City
  • Starfish Point
  • Coral Gardens


Cracked Conch


Jessie’s Juice Bar



The Lighthouse




Gelato & CO

Singh Roti Shop

Tortuga Rum Company

Teppanyaki Dinner – Volcano on grill for kids

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