How to spend five days in Bermuda

How to spend five days in Bermuda

Last Updated on June 22, 2020 by Amanda Stancati

Written by guest contributor Solmaz of The Curious Creature.

Let’s face it, who doesn’t want to pack their bags and move to an island?! Sadly for the majority of us, reality only allows for quick jaunts to paradise. That means the pressure is on when deciding where to go. And while many destinations have one, main draw, there are some spots around the globe that offer something for practically every traveller. Bermuda is one such place. Pink sand beaches, a sizzling food scene, magnificent caves and landscapes, dreamy golf courses, jaw-dropping hotels, fascinating architecture, vibrant local culture and quite possibly the friendliest people on the planet — these are just some of the things you can expect when your plane lands in the middle of the Atlantic Ocean. In fact, there’s so much to experience in Bermuda that we had a difficult time narrowing down the must-sees, must-dos and must-eats. Alas, decisions had to be made and to help you get the most of your vacation, we pulled together a five-day itinerary that will give you a great taste of the islands…

Pool at Rosewood Tucker’s Point

Day 1 – Local Vibes

Kick the day off with locals at Rock Island Coffee, a much-loved coffee shop in Hamilton (the capital). After your caffeine jolt, take a walk along Front St. Church St. and Reid St. downtown to explore the colourful streets and shops. Grab lunch at Devil’s Isle: their farm-fresh ingredients and seasonally-inspired dishes will fuel you for the rest of the day. Hop into a taxi for a short ride to Admiralty House Park near Spanish Point to relax at the quiet beach, explore the underground passageways and watch acrobatic cliff jumpers take the plunge. For dinner, zip back to the capital for a cheap and cheerful dinner at Jamaican Grill: the hole-in-the-wall joint is a local gem.

Rock Island Coffee in Hamilton

Day 2 – Beach Hop

With over 30 beaches to choose from, you’re guaranteed to find a stretch of sand with your name on it (head here for our top recos). Make sure to visit Horseshoe Bay on your beach hop: Condé Nast Traveler named it as one of the most beautiful beaches in the world. You won’t want to leave this slice of heaven once you step foot on its soft, pink sand so pack a picnic (most hotels will coordinate this if you ask in advance) and spend the entire day soaking up rays. After a sunset stroll, brush off all the sand, freshen up and cap your evening with a romantic steak dinner at the nearby Waterlot Inn.

Horseshoe Bay

Day 3 – Day Trip

St George’s Parish is bursting with gems so a day trip to the east side of Bermuda is a must. Start your morning off on a sweet note at Sweet Saak Bakery and devour the best cinnamon buns in the country. Next, walk over to the Unfinished Church to check out the beautiful ruins. For lunch, head to Wahoo’s Bistro & Patio for some Bermudian cuisine: snag a seat on the waterfront patio and order their fish tacos or award-winning fish chowder. Make sure to also pop by Lili Bermuda perfumery for unique scents — they’ve been around for over 85 years and hand-bottle each fragrance! For the afternoon, take a taxi over to Cooper’s Island Nature Reserve to swim at the secluded beaches, go for a hike and try your luck at spotting some wildlife. If you’re lucky, you may even see a whale! For dinner, cab back to Hamilton and feast at Marcus’, one of Bermuda’s most highly acclaimed restaurants.

Unfinished Church in St George’s Parish

Day 4 – Relax At Your Hotel

Depending on where you stay in Bermuda, you’ll have access to some incredible amenities so don’t be shy and take full advantage of the resort. If you think you’ll be spending a lot of time on the property, definitely splurge on a luxury hotel so you can enjoy their epic pools and beaches. Here are three we recommend: Fairmont Southampton, Rosewood Tucker’s Point and Elbow Beach Bermuda Resort & Spa. Regardless of where you decide to stay, a leisurely meal at The Point should be on your itinerary: the dining experience is nothing short of exquisite.

Pool at Fairmont Southampton

Day 5 – Experience Bermuda’s Natural Beauty

Peel yourself off the stunning beaches and head underground to admire the Crystal & Fantasy Caves. Arrive in the morning to avoid crowds (it’s the country’s top visitor attraction) and be amazed by its breathtaking formations and azure blue waters. On your way out, make sure to stop at Bailey’s Ice Cream for a treat. Then, walk over to Grotto Bay Beach Resort to experience the majestic caves in a completely unique way: a relaxing massage surrounded by stalactites and stalagmites. For lunch, walk over to the popular Swizzle Inn and grab a seat on their bustling patio, rum swizzle in hand. Spend the afternoon hiking Blue Hole Park & Tom Moore’s Jungle and cool off by taking a dip in the deep pool surrounded by mangroves. In the evening, go on a hunt for the best sandwich in Bermuda; Art Mel’s Spicy Dicy is not easy to find, but your effort will be rewarded when you take a bite of the mouthwatering fish sandwich.

Nature Spa at Grotto Bay Beach Resort

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