Are you looking for a great beach destination? One of the best places to travel in winter is Grand Cayman Island.

Add these 9 Awesome things to do in Grand Cayman to your itinerary

Who doesn’t love the idea of a relaxing weekend getaway to the Cayman Islands? You’re crazy if you answer NO.

We decided to book our mini moon to Grand Cayman, the largest of the Cayman Islands. I’ve been to a few different islands in the Caribbean but Grand Cayman was easily the most welcoming I have ever been to.

The Cayman people are very special, they almost feel like family in a way. The combination of the people, delightful cuisine and the salty aired good vibes that radiate from the island make me want to come back again and again.

If you don’t feel like relaxing for the entirety of your beach vacation (no judgement) you’re in luck because there are many wonderful things to do in Grand Cayman.

Are you looking for a great beach destination? One of the best places to travel in winter is Grand Cayman Island.

A few highlights about Grand Cayman Island is the beaches are insane. INSANE. Crystal clear blue water. White sand. Sensational food, welcoming people, there is no urgency to life here. Just what the doctor ordered. Talk about a great escape from urban life to island life. What more could you ask for my friends?

According to Frommer’s the off season in Grand Cayman is from April to mid December when prices are cheapest.  Peak season is December to April when prices are at their all time highs but the weather is ideal during this time.

Temps in the high 80’s and and at night mid 60’s.

I’d avoid travel during hurricane season which is between June and November. Ultimately the best time to go is whenever you can! We traveled in mid December and we could not have asked for better weather.

One of the greatest views of seven mile beach, from above shot with the DJI Mavic drone.

Follow my blog with Bloglovin

9 Things to do in Grand Cayman

1. Explore the East End

Take a day trip and explore the East End of the island. It’s a lovely drive with many opportunities to pull over for a photo opp without tourists photobombing your shot. Be sure to check out the blowholes too.

For some amazing views of the east end, be sure and see the blowholes. 

For some epic photos visiting the blowholes in grand cayman is a must!

2. Swim with the rays at Stingray City

Out of all the Grand Cayman excursions offered on the island the stingray tour ranked high on our list. We booked with White Sand Watersports. This company offers a tour called “breakfast with the rays” which departs the dock at 7 am to ensure they are the first boat to arrive to see the rays. This tour included swimming with the stingrays and some time for snorkel. It was a great length of time, 2.5 hours which leaves you an entire day full of exploration.

We were able to feed, pet, and swim with the stingrays. It was so surreal. This was one of the most spectacular excursions I’ve ever been a part of. Get your butt out of bed early and beat the cruise guests that swarm the area all day long. It’s worth it if you’re looking for a private experience with the stingrays!

An unforgettable grand cayman excursion, swimming with the stingrays. 

the best grand cayman excursions in winter

3. Dine at the best Grand Cayman restaurants

Grand Cayman offers a nice blend of casual and upscale restaurants.

Let me tell you about my favorite local culinary experience we had on the island. Vivine’s Kitchen is exactly what it sounds like, you’re going to a woman’s kitchen for lunch.  Vivine provides local, seasonal, and fresh home cooked meals out of her personal kitchen. I ordered the oxtail and the hubs ordered snapper for lunch. While we waited for our food we hung out on her back patio lounging in her hammocks, sippin on Fanta just swinging in the breeze.

Our mains were both served piping hot with red beans and rice, a side of coleslaw, veggies and plantains. Both were divine. I was really craving some conch.

Conch is in season from November 1-April 30, so I had to get my fill while I was there. I asked if they had any available for us. She told me she’d go to the back and check out the situation. Out she came with a bowl of conch soup. I was so grateful. She smiled and exclaimed to me she worked off the spirit. I was happy to hear that the spirit was in my favor that day.

For an amazing grand cayman local food experience you must check out Vivine

The best oxtail I

4. Consume all the tropical drinks

Two days we did absolutely nothing except sip tropical cocktails and read books on the beach. It was fabulous! It’s always tough convincing me to do this as I really like to do and see as many things as possible but my husband loves to relax.

Marriage is all about compromise.

And so we drank passionfruit, mango and strawberry blended drinks while lying under the warm sun.

One of the best beaches in Grand Cayman, Spott

Spott’s Beach was recommended to us by a local.  Spott’s is a FREE public beach where you can swim in the ocean with wild turtles. Skip the Cayman turtle farm my friends. Aren’t you a fan of free beaches? Me too. We brought our snorkeling gear and of course our Hero 6 GoPro to record this awesome experience.

We swam with 6 different turtles while we were there!  It was so amazing to witness these playful creatures in their natural habitat. I’m also quite positive I saw barracuda which was extremely terrifying, it was at least three feet long and about 20 feet away. Way too close if you ask me.  NO I didn’t capture a picture because I was so focused on getting my ass back to shore.

Spott’s beach had approximately 10 people there when we showed up, we basically had the place to ourselves and it was so refreshing to escape the crowds on seven mile beach.

We set up shop underneath a palm tree for a few hours and sipped on coconuts, (thanks to the gardener nearby who offered to hack a few open for us) walked the beach and swam with turtles.

6. Have a famous mudslide at Rum Point, Grand Cayman

Since we were in the area for our stingray excursion we figured we’d make our way over to Rum Point. Grand Cayman is known for their mudslides so we had to try one and man oh man they did not disappoint. So tasty and full of booze-I definitely had a buzz after just one!

rum point mudslides

7. Explore Starfish Point

If your into starfish this is a great place to be. These guys can be found in the water very close to the shore just chilling.

Many of the Grand Cayman excursions will offer Starfish Point as a destination to visit. You can snorkel, swim, search for starfish and if your lucky maybe even swim with a stingray or two.

Be sure to explore Starfish point.

8. View a sunset on seven mile beach

Beach vacations demand a sunset viewing. What better way to close out a wonderful day than by expressing your gratitude to the very thing that energizes you day in and day out.  I captured this beautiful sunset shot from our balcony at our fabulous hotel, The Westin Grand Cayman.

One of the most beautiful beaches in Grand Cayman, sunset views from our hotel the Westin. 

9. Go paddle boarding

I’ve only paddle boarded once before and it ended with me in cold lake water-not fun at all.  I thought this would be a great opportunity to take another shot at it since our hotel offered FREE boarding for 45 minutes.

It’s a lot harder than it looks and requires a ton of core work-no idea how people manage to do yoga on one of these?!

I only fell off once if your wondering and the Caribbean waters greeted me much warmer than the frigid waters of Lake Michigan.

Paddle boarding was another grand cayman excursions offered on seven mile beach at the westin hotel.

Renting a car in grand cayman is very important in order to explore the island.  Driving here is a breeze, just be prepared for the vast amount of roundabouts and driving on the left side of the road if you’re not familiar. You’ll get the hang of it pretty quickly.

Have you ever been to Grand Cayman? What is your favorite beach destination? Let me know in the comment section below!


You Might Also Like...


  • Reply
    10 Incredible Grand Cayman Restaurants - From Casual to Fine Dining
    April 4, 2018 at 6:15 pm

    […] Brittney of Cultural Curiosity shares here favourite restaurants in Grand Cayman and Dave and I put in a couple of our picks too! For more on her trip to the island visit her blog post: One of the Best Places to Travel in Winter – Grand Cayman  […]

  • Reply
    10 Incredible Grand Cayman Restaurants – From Casual to Fine Dining – Nafis Zain
    April 4, 2018 at 6:51 pm

    […] Brittney of Cultural Curiosity shares here favourite restaurants in Grand Cayman and Dave and I put in a couple of our picks too! For more on her trip to the island visit her blog post: One of the Best Places to Travel in Winter – Grand Cayman  […]

  • Reply
    Jossus Travelpics
    April 10, 2018 at 9:06 pm

    My favorite beach is Eagle Beach in Aruba. Crystal clear water and not too crowded.
    I cant wait to explore more Caribbean island. Grand Cayman looks great.

    • Reply
      April 11, 2018 at 6:21 pm

      Hi Jossus, I’ve never been to Aruba but heard marvelous things. Hope you can get to the Caymans soon!

  • Reply
    Lauren Pears
    May 12, 2018 at 11:19 am

    Ah it looks beautiful here! I think my favourite beach destination is Thailand- there’s an island called Koh Lanta which I absolutely fell in love with. I wish I was on a beach right now!

  • Reply
    May 13, 2018 at 4:05 am

    You’re spot on, mate! My mum and I did Grand Cayman last June and it was ah-ma-zing!!! Stingray City, Cayman Kai and Rum Point, Georgetown and its tax-free shopping, Camana Bay sights and we even saw some iguanas in the mangroves near Camana Bay! It’s absolutely great for some peace and quiet as it’s less touristy that say Jamaica or Bahamas.

  • Reply
    May 13, 2018 at 8:03 am

    Grand Cayman seems like the perfect escape from winter. All the activities seem like a lot of fun, and I would also be interested in the stingray tour. I also love trying local food and drinks so a visit to Vivian’s Kitchen and also the fruit mixed cocktails seem like a dream to me.

  • Reply
    May 14, 2018 at 9:41 am

    That’s something that we must start doing also, taking sun & fun break in the middle of the Winter. Winter has a lot of charm also, but who doesn’t love the beach and the turquoise waters right?

  • Reply
    May 14, 2018 at 11:10 pm

    I love Grand Cayman! It has been a few years since my last visit but your post brings back lovely memories! Thank you

  • Reply
    The Travel Bunny
    May 17, 2018 at 7:39 pm

    I’ve sadly come to realize that in the last few years I haven’t been that much into going to the beach as before. Sure, I miss the sea, but there are so many other things to see in that time.

    But in Winter I think it would be nice to escape the cold and go lie in the sun somewhere. I haven’t tried going to a warmer place in winter. Not yet.

  • Reply
    Damien McGuigan
    May 17, 2018 at 10:17 pm

    After spending this winter in Russia, including Siberia, I am definitely going to reward myself with somewhere in the Caribbean I think this year! Sun (and sunsets), sea, sand, and coco loco. Bliss!

  • Reply
    Nicola Hilditch-Short
    May 19, 2018 at 8:26 am

    This is just paradise right here, it reminds me a lot of the beaches in Asia and around Cambodia. I wish I was there now!

Leave a Reply