A Solo Summer Holiday to Bermuda: 3-Day Itinerary

Experience summer in Bermuda with this 3-day solo itinerary, packed full of unique tours, iconic sights, must-do activities, local restaurants, and more island gems.

Explore on your own and soak up all the island discoveries, plus connect with other travellers and friendly Bermudians. A variety of transportation options and recognition as one of the safest and most welcoming island nations makes Bermuda a natural choice for a solo adventure. With a short flight from the US east coast, you can be exploring this captivating island paradise from end to end.  

  • Itineraries,
  • Travel Tips
A man is swimming at the beach.


Find accommodations in Bermuda’s cosmopolitan capital, the City of Hamilton. Experience a serene stay at Rosemont Guest Suites, ideally located near the city’s bustling shopping and dining scene. When you’re not sightseeing around the island, relax on the terrace while watching ships pass by in the harbour. 

For a resort also within walking distance of Hamilton’s nightlife and entertainment, the Hamilton Princess & Beach Club provides breathtaking views with proximity to nearby attractions. The resort offers on-site watersports rentals, exclusive beach club access, and one of the world’s best hotel art collections.

Interior view of Hamilton Princess signature room.

Whether you’re discovering the island’s hidden gems or taking in the views from your room, Bermuda’s accommodations offer the perfect retreat for your solo getaway. 

Day 1


Start your day by grabbing coffee and fresh-baked goods from L’Artisan Boulangerie before exploring Hamilton. At nearby Albuoy’s Point, you can stand at one of the official three points of the Bermuda Triangle. It’s the perfect place to snap a photo and prove you braved the Bermuda Triangle.

Stroll through Hamilton while admiring street murals and making stops at public parks. For a true Bermudian experience, learn some local history and take a free walking tour with the town crier Ed Christopher, one of Bermuda’s most well-known and knowledgeable local figures. 

Town Crier is giving a tour outside of City Hall

Enjoy lunch at Hog Penny Restaurant & Pub, the oldest pub in Bermuda’s capital. Try the traditional Bermuda onion soup and enjoy a pint from Dockyard Brewing, the island’s oldest brewery. Sit outside to feast on your classic pub fare while getting the perfect view of Front Street’s iconic Flag Pole and Hamilton Harbour. 

Bermuda’s electric pink and blue buses can whisk you around the island in a convenient, eco-friendly way. Taking the #7 bus to Royal Naval Dockyard is a great way to see the island – be sure to stop at the famous South Shore beaches along the way. Find secluded coves, limestone cliffs, and iconic pink sand at South Shore Park. Warwick Long Bay, one of the longest beaches, stretches for a half mile and offers good snorkelling. 

Finish your day of solo exploration by savouring Ascots Restaurant’s signature dish, the Barbary duck. This fine-dining restaurant specialises in Continental cuisine and boasts an award-winning wine cellar. Holidays are about treating yourself, and this is the perfect place to indulge. 

Day 2


After spending your first day in Hamilton, head west via the ferry to the Royal Naval Dockyard to learn about Bermuda’s maritime history. The scenic 20-minute ferry ride through Bermuda’s Great Sound is an attraction in its own right. Once you arrive at Dockyard, take a tour of your choice with local shore excursion experts at Fantasea Shore Excursions. Maximise your time with the Railway Trail Bike and Beach tour combining both riding time and beach time. 

A man is riding a bike next to a blue pastel building.

Feel like a local at Dockyard’s Anchor Restaurant, Bar & Lounge while eating a lunch of traditional Bermuda fare, including the beloved fish sandwich. Afterwards, wander the shops, museums, and attractions in Dockyard. Get a fascinating glimpse into maritime history and see shipwreck artefacts at the island’s largest museum, the National Museum of Bermuda. Then check out Dolphin Quest for an unforgettable dolphin encounter or stroll the shops and boutiques of the Clocktower Mall.

In the evening, take to the ocean with a colourful cruise on the Restless Native, a 48-foot catamaran. See breathtaking views on the Sunset & Swizzle cruise while sipping on the famous Rum Swizzle.

Take the ferry back to Hamilton for a sushi dinner at Pearl on Front Street. A live feed lets you watch the talented chefs prepare your meal. Dine at the sushi bar or request a harbour view and savour the creative sushi combinations.

Day 3


Bermuda’s electric cars offer a safe way to explore the island at your own pace. Just don’t forget to drive on the left!

Spend the morning with the windows down driving East and making pit stops along the way. Pick some of these stops for fun experiences and photo ops: Flatts Village (a hub of activity clustered around idyllic Flatts Inlet), Shelly Bay (a favourite local beach), Abbott’s Cliff (go off-the-beaten-path to find the highest natural point of land in Bermuda), The Swizzle Inn (Bermuda’s oldest pub), and Blue Hole Park (home to magical blue grottoes). End up in the Town of St. George, a UNESCO World Heritage Site.

A woman is driving a microcar in scenic area with water and houses.

In St. George’s, the waterfront location of Wahoo’s Bistro & Patio Restaurant makes an ideal backdrop to enjoy a lunch of Bermuda Fish Chowder and other local classics. Afterwards, walk around town and dive into Bermudian history as you discover forts and other historic buildings, including the Tucker House Museum (an elegant 18th-century home) and the Bermuda National Trust Museum in the Globe Hotel (one of the island’s oldest stone buildings dating back to 1699). Nearby, try to squeeze in a stop at the Carter House Museum, St. David’s Lighthouse, and Cooper’s Island Nature Reserve.

Head back to Hamilton with a detour to the Rosewood Bermuda for a pre-dinner drink at the gin bar. Sip on afternoon tea in the early afternoon, or enjoy a gin-tasting flight as the sun begins to set. 

Interior view of the Conservatory at Rosewood Bermuda.
Ken Hayden | Rosewood Bermuda

For dinner, order a small plate or seasonal entrée paired with a Dark ’n Stormy® at 1609 Bar & Restaurant at the Hamilton Princess. The restaurant’s name commemorates the year that shipwrecked Sea Venture sailors settled the island.


Make the most of your summer solo travel and plan a getaway during Independence Day or Labour Day weekend. Consider visiting during one of Bermuda’s popular seasonal events like the Eastern County Cricket Match, Vegan Fest, or Cup Match



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