Celebrate Bermuda Day: A Weekend Itinerary

Kick off summer the Bermudian way with a big weekend celebration for Bermuda Day. The national holiday is May 24, but you can spend a long weekend enjoying the festivities.

  • Itineraries,
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Bermuda Day 2023

This local tradition celebrating over 400 years of Bermuda history highlights the island’s culture with activities like a parade and dance party in the streets of the City of Hamilton. Other top experiences include cheering on runners of the Bermuda Day Half-Marathon Derby, sporting Bermuda shorts, and more.

With a short flight from the U.S. east coast, it’s easy to plan a weekend getaway to Bermuda to kick off the summer in the most unique way and join in on a beloved local tradition. 


Feel welcomed and at home during your stay with accommodations ranging from cosy retreats to beautiful resorts. Each stay reflects the beauty and hospitality of the island’s spirit. 

Book a stay in one of the 11 colourful cottages at the Grotto Bay Beach Resort & Spa. Discover views of crystal-clear waters and be in awe of the caves and acres of woodland preserves along the water’s edge. Conveniently located within five minutes of two golf courses and the L.F. Wade International Airport, the resort makes choosing things to do around the island easy. 

Also offering beautiful views, Willowbank Resort has accommodations steps away from beaches. This exceptional value stay provides complimentary continental breakfast and service that makes guests feel like family. Whatever accommodation you choose, you’ll feel comfortable while returning from a fun-filled day of celebrating.

Willowbank Resort – Willowbank2

Day 1


Let the anticipation begin as you settle in during your arrival to Bermuda. Be greeted with a warm welcome at your accommodation and relax before embarking on a sunset cruise with UberVida. This 70-foot custom-built fiberglass catamaran offers space for up to 150 passengers. See spectacular sunsets during the hour and a half sunset cocktail mini-cruise through Paradise Lakes and Hamilton Harbour.

After taking in the views on a boat, enjoy them on land on the outdoor terrace at Devil’s Isle Café. Share a dinner of small plates like mussels paired with a glass of wine while tasting ingredients from local organic farmers.

Devil's Isle Cafe – Devils Isle

For more casual fare, Bermuda’s only traditional Irish Pub, Flanagan’s Irish Pub & Restaurant provides classic favourites like shepherd’s pie or fish and chips. The Front Street location near Hamilton Ferry Terminal makes it the perfect place for a meal after some sight-seeing and it’s an ideal spot to explore the local nightlife. Things heat up, even after the sun sets in Bermuda. Enjoy some live entertainment and music plus cocktails from the Pickled Onion, Astwood Arms, and the Terrace.

Day 2


Today is Bermuda Day and a publuc holiday. The Bermuda Day-Half Marathon is a 13-mile course that alternates each year from the East-End in St. George’s or the West-End in Somerset and always ends in Hamilton (this year it is from the West). Locals love to come out and cheer on the runners either along the course or along the streets of Hamilton. Join in on the fun from the sidelines and cheer on runners with your breakfast and coffee in hand.

A man is running on front street by the VSC on Bermuda Day

After an exhilarating morning, head to Hamilton VSC to watch the Bermuda Day Parade. With the first one held in 1979, dance groups, bands, majorettes, decorated floats, and Gombey troupes still flock the streets to this day. The Gombeys dancers have become an iconic symbol of Bermuda and the island’s blend of African and Caribbean cultures. The streets are packed with locals who have been attending with their families for generations. 

Afterwards, spend the afternoon relaxing at one of Bermuda’s most famous stretches of beach at Horseshoe Bay. Find everything you need in one place - crystal-clear water, lifeguards, easy access by public transportation, and rentals of everything for a day of beach fun. End the day dining and dancing at the oceanfront Café Lido, where you can indulge in the Mediterranean-influenced menu and reflect on the day’s adventures.

Day 3


Bermuda is known as the shipwreck capital of the world. Diving down into the clear waters to see colourful reefs and captivating shipwrecks is an ideal way to kick off the day. Divers can explore more than 300 sunken vessels surrounding Bermuda. For those who may be beginners or are interested in wildlife, Hartley’s Undersea Walk provides walks on the ocean floor with no scuba lessons or experience required.

Two people are snorkeling in clear water around a shipwreck.

After working up an appetite, head to Frog & Onion for British fare and local brews for a causal lunch. Nearby, explore Royal Naval Dockyard and visit the National Museum of Bermuda to learn about centuries of Bermuda history, including the settling of the island and its significant role in shipping, sailing, and boatmaking. Or, enjoy interactive animal encounters in a sheltered ocean setting at Dolphin Quest. Finish the day with a laid-back dinner back at the hotel.

Day 4


Wrap up the memorable weekend with a beach swim savouring the sunrise. Spend the morning with one last visit to the beach and then enjoy a traditional Bermudian codfish breakfast complete with onions in butter or a stewed tomato sauce, dressed with sliced avocado. On the way to the airport, enjoy the amazing island views once more.



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