Bermuda: A Long Weekend Getaway – What to See and Do

May, 2010

In May 2010, I spent a wonderful four days in Bermuda.  I was looking for something relaxing, but was pressed for time.  I celebrated leaving a toxic 10-year career with this little getaway trip!  Bermuda is a quick flight from Toronto, so it makes it an easy long weekend destination.  Beach trips are not usually high on my vacation radar, but the time, price, and distance was a great fit which lead to an incredible getaway.  However, be warned it is not one of the cheapest destinations to visit once you are there.  Everything is imported, so don’t anticipate to find many budget-friendly options, and be prepared to spend some money.  

I stayed at the Fairmont Southhampton which is located just outside of the city.  They have a hotel shuttle bus for easy transportation from the airport, and offer a free ferry ride into Hamilton.  This property is gorgeous and has its own private beach with spectacular views.  

Bermuda is definitely a colourful island with picture-perfect pink beaches, luxurious resorts and spas, world-class golf courses, and charming white-washed cottages, along with the occasional historic colonial buildings.  Enjoy this list of things to do!

Consider a scooter rental, as it offers the most flexibility to get around the island.  You will need to be at least 18 years old and will need to wear a helmet.  I rented from Smatts Cycle, which was close to the hotel.  In Bermuda, they drive on the left, so consider that when renting and be prepared for lots of locals to pass you on the road.  You cannot rent a car on the island.  

Gibb’s Hill Lighthouse – Since it is close by (1.7km), I recommend visiting this lighthouse.  It is 117 feet tall and is the oldest of its kind in the world, and one of the only two cast-iron lighthouses still in existence.  I remember this day so clearly. It was so incredibly windy and once you reached the top you could lean forward and the wind kept me standing up without falling over.  There are 185 steps up a steep spiral staircase where you will have 360 degree lookout offering views of the south shore, Little Sound, the City of Hamilton and the Royal Naval Dockyard.  A reasonable price of admission at $2.50 – one of the only reasonably priced things here!

Horseshoe Bay Beach – If you only go to one beach in Bermuda go to this one, known as one of the best beaches in the world. Knowing that means it will also be busy, so anticipate some crowds especially, during cruise season.  This bay is lined with jagged cliffs, serene turquoise water and of course, miles of that signature pink sand.  Plan for at least an afternoon exploring the shores, rock formations, and tidal plunge pools.  

City of Hamilton – Welcome to the capital of Bermuda.  Along the harbour you will find fancy boutiques, colorful colonial buildings and the occasional gothic style church.  You will want to explore this area as the energy is contagious, particularly closer to dusk when the bar scene fires up.  I recommend grabbing lunch in town where you can find both local and international cuisine, with at least one menu that will tempt your taste buds (while also gouging your pocket book).  Consider Docksider Pub for Bermuda style fish and chips or Bermuda Bistro at the Beach to enjoy ‘al fresco’ dining, innovative cocktails to pair with pizza, sandwiches, burgers or fresh fish.  These two options will allow for a relatively inexpensive, yet sumptuous lunch.  If you want to take it up a notch, Consider Bistro J which is tucked away in one of the most enchanting historical alleys in the city.  It’s a lively bistro serving fresh local seafood, the finest of European meats and homemade pasta, with an extensive wine list.  It is truly a culinary jewel.  

Fort Hamilton – This fort was designed to protect Hamilton Harbour from an American invasion and is surrounded with a moat, numerous underground passageways and 18-ton artillery guns.  It has now been transformed into a park filled with luscious gardens where you can still explore the passageways and dungeons.  Entry is free and offers amazing views of Hamilton while taking in a bit of history. 

St. George – This is the former capital of Bermuda and is a fairly small, walkable city with cobbled streets giving it a European flare.  There are a few must-see sights, which include a unfinished Gothic church near the edge of town.  The ruins are impressive and the building was started in 1874, but never completed.  Fort St. Catherine served as a fort for the Bermudian Militia and today it houses a museum.  This coastal artillery is at the North-East tip of St. George’s island, towering above the pink sand beaches.  Take a step back in history while exploring the ramparts, antique artillery, labyrinthine tunnels and chambers cut into the bedrock all while marveling at the views of Achilles Bay.  Make your way back into town for a happy hour drink, trying one of the local specialities such as the Rum Swizzle, which is thirst-quenching on hot days or the Dark N Stormy, which is a highball cocktail with Goslings Black Seal Rum and Ginger beer garnished with a slice of lime. 

Bermuda Railway Trail National Park – For those who like to pair some activity with their vacations,  I recommend exploring the 29km of trails.  This trail spans the island from end to end, offering a scenic coastal path you can explore by foot or bike.  You will navigate your way along rocky coastlines and peaceful landscapes.  This is the perfect way to get your exercise while exploring Bermuda’s scenery.  You know I love picnics – so why not take a long hike, stop along the way and have a picnic in your favourite spot?