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Planning a trip to Bermuda? You’re in for a pretty incredible few days.
Bermuda is known for its laid-back vibes and stunning scenery, so at first glance, we thought our trip here would be easy to plan. But once we started mapping things out, we realized that it’s not as straightforward as it seems. Getting around takes a bit of strategy, and knowing where to base yourself makes a big difference.
So now, after spending time exploring the island, we’ve put together a simple and stress-free 3-day Bermuda itinerary that covers all the highlights while leaving plenty of time to chill. Let’s get into it!
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Our personal FAVORITE thing we did was this half-day Bermuda island tour! It’s the easiest way to see top spots like Gibb’s Hill Lighthouse, St. George, and Bermuda’s famous pink sand beaches without the stress of planning.
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Itinerary Overview
The best way to get around Bermuda is by ferry, bus, and taxi for shorter distances. Taxis can be pretty expensive, and there are no ride-share apps on the island, so planning your routes ahead of time can save you a fair chunk of money.
The main ferry you’ll be using is the Blue Route, which runs between the Royal Dockyard and Hamilton in about 20 minutes. It’s quick, reliable, and one of the easiest ways to avoid traffic near the cruise port.
We recommend staying in (or close to) Hamilton for this itinerary. It’s the most central base, with the best access to ferries and tour pickup, so it makes getting around the island a lot easier. There are plenty of great hotels and dining options here, too.
Day 1: Kick off your Bermuda trip with a full island tour to see the highlights, then spend the afternoon relaxing on the famous pink sand at Horseshoe Bay Beach. In the evening, head into Hamilton for dinner, drinks, and a wander along Front Street.
Day 2: Start the day out on the water with a catamaran cruise, then enjoy a laid-back lunch before exploring the Crystal and Fantasy Caves. In the evening, make your way to the historic town of St. George’s for a slower-paced night and dinner by the sea.
Day 3: Start your final day with coffee and coastal views, then dive into Bermuda’s food scene on a guided tour through Hamilton. Spend the afternoon however you like, whether that’s beach time or shopping, before ending your trip with a sunset cruise and a casual final dinner.
Day 1
Morning – See Bermuda’s highlights on a full island tour
This half-day island tour was one of the easiest and most rewarding ways we explored Bermuda, so that’s how we’re kicking off this itinerary! Departure times vary by day, but there’s usually a 9 am option available, which we definitely recommend to make the most of your time. The tour runs for about five hours, wrapping up around 2 pm. If the morning slot isn’t available, you can always book the afternoon version and adjust your plans accordingly.
The tour meets in the Dockyard area. If you’re staying in Hamilton, the easiest way to get here is by ferry, which helps you avoid traffic near the pier. I’d also suggest grabbing breakfast near your hotel before heading out, although the tour includes a lunch stop (at your own expense).
The first highlight was crossing Somerset Bridge, which holds the quirky title of being the world’s smallest drawbridge. From there, we stopped at Gibb’s Hill Lighthouse, where the panoramic views of Bermuda’s coastline were seriously impressive. The guide shared bits of the island’s maritime history along the way, which made each stop feel a bit more meaningful.
We also loved visiting John Smith’s Bay Beach, where the pink sand and clear water looked exactly like you’d expect from Bermuda. In Hamilton, we had time to wander through the capital, popping into shops and soaking up the atmosphere before continuing on to explore the UNESCO-listed town of St. George.
Finally, the tour wraps up with a scenic drive past the Royal Naval Dockyard, so you really do get to see all of Bermuda’s best bits in just a few hours. We loved every minute of it!
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Afternoon – Relax at Horseshoe Bay Beach
Horseshoe Bay Beach is Bermuda’s most famous beach, thanks to its soft pink sand! It’s absolutely gorgeous, although we should warn you that the sand isn’t as shockingly pink as it’s often portrayed to be on Instagram. However, it’s still one of the most beautiful beaches we have ever seen!
The beach itself is free to visit, but you can rent lounge chairs and umbrellas if you want to settle in for a few hours. There aren’t a ton of food options or amenities nearby, so it’s a good idea to bring water, drinks, and a few snacks with you.
Getting here is pretty straightforward. You can take a public bus or minibus, grab a taxi, or even rent a scooter and park close to the beach! It does get busy, especially in the afternoon, but if you walk a little further along the coast toward Butts Beach, you’ll find a much quieter stretch of sand to relax on.
Evening – Explore Hamilton
There’s a good chance you’ll be staying here, and if not, you’ll still want to spend some time in Hamilton! It’s the best base in Bermuda, with the biggest selection of restaurants, shops, and nightlife, plus it’s well connected to the rest of the island.
After your afternoon at the beach, head back to your hotel to freshen up, then make your way into Hamilton for the evening. It’s compact and easy to explore, so you can just wander without much of a plan.
Start with a stroll along Front Street, which is lined with colourful buildings, shops, and waterfront views. It’s a great place to browse and pick up a pair of authentic Bermuda shorts to really nail your tourist attire!
Dinner – Mad Hatters
Mad Hatters is a quirky, old-timey restaurant that serves delicious island classics, like soft shell crab, escargot, and surf ‘n’ turf. It looks fun and cozy, but the food is gourmet.
This spot is a little tucked away from the buzz of Front Street, but that’s part of the appeal. It feels like a hidden gem, although the word is definitely out about this one, and we do recommend making a reservation. You’ll need to call ahead to book, so it’s worth sorting that earlier in the day.
After dinner, you can always keep the evening going with a drink or two. Mad Hatters makes excellent espresso martinis, or you can wander down the road to The Pickled Onion for one of their tropical cocktails. We like the Jealous Coconut, or you can’t go wrong with a Dark and Stormy – it’s a Bermuda classic!
Day 2
Morning – Relax on a catamaran cruise
Spending some time out on the water is a must in Bermuda, and this 3-hour catamaran cruise was definitely one of our favorite experiences here. Tour times vary depending on the day, so we’ve kept today flexible in case you need to swap this with the afternoon activity. Most departures are around 9 or 10 am, or later at 2 pm. We booked the 9 am option, which wrapped up around 12 pm and worked really well.
The tour meets at King’s Wharf in the Dockyard area, the same spot as yesterday’s tour. If you’re staying in Hamilton, the easiest way to get here is by taking the Blue Route ferry rather than driving. I’d also recommend grabbing a quick breakfast near your hotel before heading out.
Once you’re on board, you’ll set sail across Bermuda’s bright blue waters toward a quiet swimming spot in the Great Sound. The first part of the cruise is all about relaxing!
Then, when you anchor, you’ll have about 1.5 hours to enjoy the water however you like. You can snorkel over the reef and spot tropical fish, and there were also paddleboards and kayaks on board for us to use. The water is incredibly calm and clear, so this is a really dreamy part of the day.
Afterwards, we hopped back on board for the sail back with a complimentary rum swizzle in hand and music playing in the background. We ended up buying a second swizzle as we sailed back to shore, because they were just so refreshing. It’s easy to see why this tour has so many 5-star reviews!
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Why We Book Tours with Viator
Viator is a trusted online booking system for tours around the world! We almost always book our tours using Viator for a couple of reasons:
- Free cancellation on most tours – Most of the tours on Viator allow you to cancel and get a full refund up to 24 hours in advance. This is handy in case plans change, or if booking an outdoor activity, the weather forecast is looking grim.
- Reserve now and pay later – You can secure your spot on some of the most popular tours well in advance and not pay until closer to the day of the tour.
- Lowest price guarantee – If you happen to find the same tour at a lower price elsewhere, Viator will refund you the price difference.
- Pay in your chosen currency – Avoid costly international transaction fees by choosing to pay in your home currency.
- Peace of mind – When booking with tour operators you find in person on the street or in small booking offices, you are often promised one thing and given another. This online platform holds tour operators accountable with a written description of inclusions as well as the opportunity for customers to leave reviews.
Check out the Viator website here! Or, for more info, read our detailed review about Viator here.
Lunch – The Swizzle Inn Pub
After a morning on the water, we’re keeping the good vibes going with lunch at the Swizzle Inn Pub! Well, you’ll probably want to stop by your hotel and freshen up first before you head out for lunch. Then, the inn is about 40 minutes from central Hamilton by bus. When you’re ready, hop on a #11 bus towards St George’s, which stops right outside the Swizzle Inn!
This place is a bit of a Bermuda institution. As you might be able to guess from the name, it’s where the famous rum swizzle was invented! And since it’s Bermuda’s national drink, you absolutely have to enjoy one while you’re here. As for what you’ll be enjoying it with, we really liked the fish chowder.
Afternoon – Visit the Crystal and Fantasy Caves
By now, it’ll likely be mid-afternoon, somewhere around 2 or 3 pm. Saying that, if you end up swapping your morning and afternoon activities due to tour availability, you can easily start your day here instead.
The Crystal and Fantasy Caves are just a 5-minute walk from the Swizzle Inn, so wander on over whenever you’re ready and check out Bermuda’s most unique natural attractions. These underground limestone caves are filled with clear pools and hanging stalactites. Walking through them feels like stepping into another world!
You can grab a combo ticket to visit both caves for around $35 USD, with the last combo tour starting at 3:45 pm. Tours run every 15 minutes and last about 30 minutes per cave, so most people spend around 1 to 1.5 hours here in total. You can find more info on their official website, but in short, this is an easy, well-organised experience, and since everything is guided, you don’t need to plan much. Just show up and join the next available tour!
Evening – Explore St George’s
From the caves, it’s about a 20-minute bus ride to St. George’s, on the northern end of the island. It’s a UNESCO-listed historic town, and it has a completely different feel from Hamilton, with cobblestone streets and pretty colonial buildings. It’s less crowded, too, so we think it makes the perfect place for an evening wander.
Take your time strolling through the town and along the harbour. Be sure to stop by St. Peter’s Church while you’re here; it’s one of the oldest Anglican churches outside of the UK and adds to the town’s historic charm. Finish up at King’s Square and grab a drink at the White Horse Pub – they actually do a great rum swizzle if you’re in the mood for another one of those!
Dinner – Achilles Bermuda
For dinner, head just outside of St. George’s to Achilles Bermuda. This seafront spot is about a 5-minute drive or around a 20-minute walk from town, and it’s well worth the extra effort. It’s a lovely spot that’s simple in a chic sort of way, and the views overlooking the water are absolutely gorgeous – especially if you can time your visit around sunset.
As for the menu, it’s a mix of fresh seafood and Mediterranean-style dishes, which are beautifully plated without feeling over the top. We definitely suggest making a reservation here, especially in peak season, so try to book ahead of time, or even the day before.
Day 3
Breakfast – Devil’s Isle Cafe
This charming little cafe is the perfect place to start your day with a coffee and a light bite in Hamilton. You’ve got a food tour coming up around 10:30 or 11:30 am, so we don’t recommend a big cooked breakfast today, but the buttery pastries here are just the ticket.
It opens around 8 or 9 am, so you’ve got some flexibility. I’d aim to get here on the earlier side and grab a good coffee, plus a croissant or a smoothie to keep you going. If you’re able to book the 11:30 am tour option, you’ll have a bit of time to wander or head back toward central Hamilton before meeting your small group.
Morning – Check out Spanish Point
If you have time after breakfast, head over to Spanish Point for a quick change of pace. It’s less than a 10-minute drive from the café, and it’s a bit more off the beaten path, so the easiest way to get here is by taxi.
This neighborhood is very quiet, with scenic walking paths and unobstructed ocean views. It’s also steeped in maritime history, so you’ll come across old fortifications and viewpoints that once played a role in protecting the island. There are also plenty of gorgeous views, and we definitely think it’s worth going to see Admiral’s Cave in Admiralty House Park.
Plan to spend about an hour here in total. It’s not a huge area, and an hour is just enough time to stretch your legs and take it all in. Afterwards, make your way back toward central Hamilton to meet up for your food tour around 11:30 am.
Mid-day – Taste your way through Hamilton on a food tour
Foodies, this one’s for you! If you want to get a proper taste of Bermuda beyond the typical tourist spots, this walking food tour through Hamilton is a great way to do it.
The tour starts around 10:45 to 11:30 am, depending on the day, and runs for about 3 hours, finishing around 1:45 to 2:30 pm. It takes place right in central Hamilton, so it’s easy to get to. You’ll meet your guide in town and then head out on a leisurely walk between a handful of local spots. Along the way, you’ll try seven different dishes that highlight Bermuda’s mix of influences, from Caribbean flavors to British classics, and even a local cocktail.
What we liked most was the slow pace. It never felt rushed, and there was plenty of time to enjoy each stop, chat with the group, and take in the atmosphere between tastings. Our guide also shared bits of history and local insight as we went, which made it feel like more than just a food tour.
It’s worth noting that you’ll be on your feet for a few hours, but the distances are short and manageable. And don’t worry, there’s plenty of time to relax this afternoon if you need to! Overall, it’s a really fun way to explore Hamilton while getting a proper feel for the island’s food scene.
Secure your spot on this top-rated Bermuda food tour here!
Afternoon – Your Choice!
After a busy couple of days, having some downtime is a must. Use this afternoon however you like, whether that’s taking it easy or squeezing in one last activity. Here are a few ideas depending on your mood:
- Hit the beach – If you’re not quite done with beach time, there are still a few great options to check out. Tobacco Bay in St George’s is calm and easy to access, or Elbow Beach is a good choice if you want something closer to Hamilton. Meanwhile, Warwick Long Bay Beach is a bit more secluded with walking trails nearby.
- Go shopping – Front Street in Hamilton is the most popular spot, but if you want something a little different, head over to the Clocktower Mall or the Bermuda Craft Market in the Dockyards for local goods and souvenirs.
- Bicycle the Railway Trail – This old rail line has been turned into a scenic trail that runs for about 18 miles across the island. It’s mostly flat and great for walking or cycling, although there are a few sections where you’ll be close to the road, so just keep an eye out. You can find more info here!
- Visit the National Museum of Bermuda – If you’re interested in the island’s history, this museum is definitely worth a stop. It focuses on Bermuda’s maritime past and is set in a really cool historic fort.
- Grab a fish sandwich at Art Mel’s Spicy Dicy – If you need something to tide you over before dinner, this is a great shout. It’s a casual local spot that’s known for having one of the best fish sandwiches on the island, and we definitely agree with that verdict!
Evening – Enjoy a sunset cruise
When you’ve finished your afternoon exploration, head back to the Dockyards for 7 pm because we’re off on a sunset cruise! It’s a 1.5-hour cruise, so dinner won’t be too late, and trust me, you do not want to miss these views.
You’ll board a 50-foot (15-meter) catamaran and head out along Bermuda’s coastline just as the sun starts to dip. After a busy day, all you need to do is sit back and relax as you take in those gorgeous views. There’s live music and a bit of commentary from the crew along the way, but it never feels over the top.
And yes, the rum swizzles are flowing! After a day full of them yesterday, we think it’s only right to continue the theme on your final night. But don’t worry, soft drinks are also included if you’ve had enough of alcohol, and there’s also a full bar on board if you fancy something else instead. Perhaps best of all, the crew also serves fresh chocolate chip cookies while you’re out on the water.
As the sun finishes setting, the boat positions itself so you get the best possible view, then slowly makes its way back to the Dockyards. This is such a special way to wrap up your time in Bermuda before you head to dinner – and 300+ 5-star reviews certainly attest to that!
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Dinner – The Astwood Arms
By the time you’re back from the sunset cruise, it’ll be around 8:30 pm, so head back to Hamilton for dinner. You can just take the ferry back from the Dockyards after the cruise, as you have before, and then head to the Astwood Arms. It stays open later than most places on the island, so it can be a fun place to spend your last night in Bermuda, and you generally don’t need a reservation here!
The Astwood Arms is a laid-back pub, and we always see a mix of locals and visitors here. The food here is simple and solid, with hearty options like fish sandwiches, pizza, and burgers. It’s nothing fancy, but the atmosphere is a lot of fun, and there’s usually classic rock playing in the background.
Related Read: Looking to add more to your trip? Don’t miss our list of the best things to do in Bermuda for even more experiences.
Where to Stay in Bermuda
Now that you’ve got your itinerary mapped out, let’s talk about where to base yourself. For this trip, we highly recommend staying in or near Hamilton.
Bermuda might look small on a map, but getting around takes a bit more time and planning than you’d expect. That’s why being centrally located makes a huge difference, especially if you’re only here for a few days.
Hamilton is the best base for this itinerary. It’s where you’ll find the biggest selection of restaurants, cafés, and shops, plus it’s the main hub for ferries and buses. Most of the tours in this itinerary either start here or are easiest to reach from here, so you’ll save yourself a lot of back-and-forth.
There aren’t a ton of hotel options in Hamilton compared to other destinations, but staying here keeps everything simple and well-connected, which is exactly what you want when you’re trying to make the most of a short trip.
Hamilton Princess & Beach Club – $$$
Overlooking Hamilton Harbor, the Hamilton Princess & Beach Club A Fairmont Managed Hotel offers a luxurious waterfront escape with an infinity pool, floating sun loungers, and a private beach area. t’s one of the most iconic stays on the island and feels like a true resort experience right in the city.
The property features five on-site restaurants, including the elegant Intrepid Steak, Seafood & Raw Bar and the casual open-air 1609 Bar & Restaurant, as well as Crown & Anchor for all-day dining.
Rooms range from around $600 to $2,000+ USD per night, and you can check availability here on Booking.com.
Royal Palms Hotel – $$
Royal Palms Hotel is a charming boutique stay set in a collection of coral-coloured 19th-century manor houses just outside Hamilton. We like it because it feels a bit more personal than a typical hotel, with a quieter, garden-filled setting that’s perfect after a busy day exploring.
One of the best things about staying here is the location. You’re about a 10-minute walk from central Hamilton, so you’ve got easy access to ferries, restaurants, and tours, but without the noise or crowds right outside your door. It strikes a really nice balance for this itinerary. There’s a small pool on-site, plus a well-known restaurant if you don’t feel like heading out, and Elbow Beach is just a short taxi ride away if you want another beach option.
Rooms typically start from around $600 USD per night. Check availability and book your stay here!
Cavendish Heights Suites – $
If you’re trying to keep costs down in Bermuda, Cavendish Heights Suites is a really solid option. It’s more of an apartment-style stay than a traditional hotel, with spacious suites that give you a bit more room to spread out. And while it’s not luxurious, it’s clean, comfortable, and well-maintained, with a more low-key feel than a resort.
The location works well for this itinerary. You’re about a 10-minute walk from central Hamilton, so it’s easy to get to ferries, buses, restaurants, and tours, but it still feels quiet and residential.
One of the biggest perks here is having your own kitchen. Eating out in Bermuda adds up quickly, so being able to cook a few meals or even just prep breakfast can make a difference!
Rooms typically start from around $200 to $300 USD per night. Check availability and book your stay here!
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Thanks for reading!
A trip to Bermuda is one of those getaways that really lives up to the hype, and this 3-day itinerary helps you experience the best of it without overcomplicating things. From pink sand beaches and scenic cruises to historic towns and great food, you’ll get a perfect mix of relaxation and adventure!
Before you head off, be sure to check out more of our Caribbean travel blogs here for extra tips, where to stay guides, and more detailed itineraries to help you plan your trip. Or take a peek at these related posts to keep the planning going!
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