We took our first family vacation with my baby Jaden and it was exactly what I needed. After 9 months of being pregnant, delivery, adjusting to mommyhood for a few months while balancing a relationship and then getting back to work, I needed a beach vacation. I wanted somewhere that was sunny, relaxing, had beautiful beaches, was a short flight from New York (since this would be Jaden’s first flight) and somewhere I could use all of the JetBlue miles I accrued. I decided on Bermuda because I heard how gorgeous the island was, that it was safe, the flight was only an hour and forty minutes and I could fly Jetblue. I booked our tickets and we were out of New York!


I chose the Fairmount Southampton Hotel because it was kid friendly, had access to their private beach, had several on site restaurants, a free shuttle service to and from their beach and restaurants and also a free ferry service into Hamilton (the main city and capital of Bermuda.) At the time I was booking, they also had a special deal for $349/night which includes continental breakfast. Though that deal has ended, they are still offering Baby Moon Packages, Family Getaway Packages and Luxury All Inclusive Package. We stayed in a Signature Suite. It was the perfect size for my family. It included a balcony, large bathroom and large closet to keep all of our additional the additional luggage and stroller.

Things to Do


The beach was my first stop and reason for this vacation. We took the shuttle several times to the private beach and to Horseshoe Bay Beach. We loved taking in the sun, playing in the waves and just laying on my Tesalate Malibu style sand free beach towel. Bermuda is known for their amazing beaches and pink sand. For a list of beaches, visit

The Royal Navy Dockyard

The Dockyard is enriched with culture, galleries, shops and activities. Dockyard Glassworks & the Bermuda Rum Cake Company offers free tasting of rum cake. You can feed and take a dip with the dolphins at the Dolphin Quest or go shopping at The Clocktower Shopping Mall.


I dined mostly at The Fairmont Southampton. We had breakfast at The Windows on the Sound every morning because the continental breakfast was included in our package. We chose to upgrade one morning to the full breakfast which was very good.

We tried the popular fish on the island, Wahoo at Wickets.

During a day at Horseshoe Bay Beach, we had burgers and drinks for lunch at The Rum Rum Beach Bar while enjoying music from a steel drum.

The bae and I had a romantic dinner at the Ocean Club. The restaurant sits sea side and has a very romantic feel. Bae had the Whole Snapper and I had the Lobster Fettuccini.

Famous Chef Marcus Samuelson, owner of Red Rooster in Harlem recently opened Marcus’ located in the Hamilton Princess Hotel. I enjoyed the Seafood Bermuda Triangle.

One night, our family dinner was at the Boundary Sports Bar and Grill. We sat outdoors and enjoyed the cool casual vibes. We enjoyed the ribs, mac n cheese, calamari and salmon.


Hamilton is the capital of Bermuda. Front Street in Hamilton is filled with shopping stores, restaurants, clubs and special sites. It’s definitely worth a stop on your trip to Bermuda. It’s filled with so much island personality, color and you can get there by taxi, bus or even ferry.

Crystal Caves of Bermuda

I didn’t visit the Crystal Caves on this trip but I heard it is absolutely beautiful. Check it out and let me know if you enjoyed it!

Bermuda has so much beauty and culture to offer. I enjoyed exploring but mostly I loved hanging on the beach. I wanted to relax on the beach and enjoy my family, which is what I did. I would return to Bermuda because it’s such a beautiful quick escape from the city. Have you been to Bermuda? If so, tell me about your experience!