My 7-Day Hamilton Bermuda Itinerary What I Explored and Loved

Bermuda Bliss: My Unforgettable 7-Day Island Adventure & Must-Do Itinerary

There are some destinations that simply whisper to your soul, beckoning you with promises of sun-drenched days and unforgettable moments. For me, that whisper came from Bermuda. I’d always been drawn to its iconic pink sands, the vibrant pastel hues of its architecture, and the intriguing blend of British charm and laid-back island vibe. It felt like a place where history and natural beauty danced in perfect harmony, a truly unique gem in the vast Atlantic. I wasn’t just looking for a beach holiday; I craved an immersive experience, a journey that would peel back the layers of this captivating island nation.

Choosing Hamilton, Bermuda’s bustling capital, as my base was a no-brainer. Its central location offered the perfect springboard for exploring the entire island, from the historic East End to the rugged beauty of the West. Plus, the city itself, with its lively Front Street, charming shops, and world-class dining, promised a delightful dose of urban sophistication amidst the island’s tranquil beauty. I envisioned days filled with exploring hidden coves, savoring fresh seafood, and soaking in the warmth of Bermudian hospitality. What I discovered was a destination that exceeded every expectation, a kaleidoscope of experiences that left me utterly enchanted. If you’re planning a trip to this slice of paradise, let me share the seven-day Bermuda itinerary that stole my heart, packed with everything I explored and loved.

Day 1: Arrival & Hamilton’s Pastel Welcome

My journey began with the most breathtaking descent into L.F. Wade International Airport. From the plane window, the patchwork of turquoise and sapphire waters surrounding the emerald island was simply mesmerizing. After a quick and easy transfer to my guesthouse just outside Hamilton, I felt the immediate shift into island time. The air was warm, carrying the faint scent of salt and blooming frangipani.

My first order of business was to get acquainted with Hamilton itself. I took a leisurely stroll down the famous Front Street, a vibrant artery pulsating with activity. The iconic pastel-colored buildings, housing boutiques, art galleries, and restaurants, glowed under the afternoon sun, their cheerful facades reflecting in the tranquil harbor. I watched the ferries glide in and out, their gentle horns sounding a rhythmic welcome. The energy was palpable yet relaxed, a perfect introduction to Bermuda.

For dinner, I sought out a local favorite, The Pickled Onion. Perched on Front Street, its balcony offered fantastic views of the harbor. I savored my first authentic Bermudian fish chowder, a hearty, flavorful concoction served with a splash of Outerbridge’s Original Sherry Peppers and a dollop of black rum. It was a revelation, warming me from the inside out and setting the tone for the culinary adventures ahead. As the sun dipped below the horizon, painting the sky in fiery oranges and soft purples, I knew I had made the right choice coming to this enchanting island.

  • Practical Tip: Upon arrival at the airport, taxis are readily available. Many accommodations also offer shuttle services. For getting around Hamilton, walking is ideal. Front Street truly comes alive in the late afternoon and evening.

Day 2: Pink Sands & South Shore Serenity

No Bermuda travel guide is complete without a deep dive into its legendary pink sand beaches, and Day 2 was dedicated to experiencing their magic firsthand. My adventure began with a scenic bus ride along the South Shore, a journey that offered stunning cliffside views and glimpses of secluded coves. The public bus system in Bermuda is incredibly efficient and a fantastic way to see the island like a local.

Our first stop was the world-renowned Horseshoe Bay Beach. Stepping onto its crescent-shaped shore, I was immediately struck by the sheer vibrancy of the scene. The sand, truly a soft, rosy hue, felt like velvet beneath my bare feet. The turquoise water shimmered under the sun, inviting me in for a refreshing dip. I spent hours here, not just swimming, but exploring the intricate rock formations and hidden grottoes that dot the shoreline. There’s a particular joy in discovering a small, secluded cove all to yourself, feeling the gentle ocean breeze and listening to the rhythmic lapping of the waves.

Later, I walked east along the coastal path to Warwick Long Bay, a less crowded but equally stunning stretch of pink sand. Here, the beach felt wilder, with dramatic cliffs and a vibrant coral reef just offshore, perfect for a bit of casual snorkeling. The contrast between the lively Horseshoe Bay and the serene Warwick Long Bay showcased the diverse beauty of Bermuda’s coastline. Lunch was a simple, delicious affair from a beach concession stand – a classic Bermudian fish sandwich, flaky and perfectly seasoned, served on toasted raisin bread. It’s a must-try local delicacy!

  • Practical Tip: Wear sturdy sandals or water shoes if you plan to explore the rocky areas around the beaches. Sunscreen is essential, and remember to stay hydrated. Buses run frequently along the South Shore, making beach hopping easy.

Day 3: Stepping Back in Time in St. George’s

Today, my Bermuda itinerary took me eastward, to the historic town of St. George’s, a UNESCO World Heritage site and the oldest continuously inhabited English settlement in the New World. The ferry ride from Hamilton to St. George’s was a delightful experience in itself, offering panoramic views of the island from the water.

As I disembarked, I felt as if I had stepped into a living museum. The narrow, winding streets of St. George’s are lined with beautifully preserved colonial buildings, their pastel facades and white stepped roofs whispering tales of centuries past. I wandered through King’s Square, where the town crier, dressed in traditional garb, captivated visitors with historical anecdotes and local lore. Visiting St. Peter’s Church, the oldest Anglican church outside the British Isles, was a truly humbling experience. Its ancient gravestones and wooden interior exuded a profound sense of history.

After soaking in the town’s rich heritage, I headed to Tobacco Bay Beach, just a short walk from the town center. This sheltered cove is famous for its unique rock formations and incredibly clear, shallow waters, making it an ideal spot for snorkeling. I spent a blissful afternoon marveling at the vibrant marine life just beneath the surface, feeling like I was swimming in a giant aquarium. Before heading back, I explored Fort St. Catherine, an impressive coastal defense fort offering spectacular views of the Atlantic and a fascinating glimpse into Bermuda’s military past.

  • Practical Tip: Allow ample time to explore St. George’s on foot; wear comfortable shoes. Consider purchasing a multi-day ferry pass if you plan on using them frequently. Snorkeling gear can be rented at Tobacco Bay.

Day 4: Subterranean Wonders & Swizzle Sips

Day 4 was all about exploring Bermuda’s natural wonders, both above and below ground. My morning started with an exhilarating adventure into the island’s famous Crystal Caves. Located in the parish of Hamilton (not to be confused with the city of Hamilton), these geological marvels are a must-see. Descending into the caves, I was immediately enveloped by a cool, damp air, a welcome respite from the island heat.

The sight that greeted me was breathtaking. Stalactites and stalagmites, formed over millions of years, dripped from the ceiling and rose from the floor, creating an otherworldly landscape. The crystal-clear underground lakes, so still and reflective, mirrored the formations above, creating an illusion of infinite depth. Our guide shared fascinating stories of their discovery and the geological processes that shaped them, adding another layer of wonder to the experience. Just across the road, I also explored Fantasy Caves, which offered a slightly different, equally stunning perspective on Bermuda’s subterranean beauty.

After emerging from the cool depths, I was ready for a taste of Bermudian liquid sunshine. A short walk led me to the iconic Swizzle Inn, Bermuda’s oldest and most famous pub, home of the original Rum Swizzle. This vibrant, bustling spot is an institution, and a visit here is practically a rite of passage. I found a spot on the lively patio and ordered a pitcher of the potent, fruity concoction. The atmosphere was infectious, filled with laughter and cheerful chatter, making for a perfect end to a day of exploration.

  • Practical Tip: The Crystal Caves can get busy, so try to go early in the morning. Wear comfortable shoes with good grip, as the cave paths can be damp. The Swizzle Inn is a great spot for lunch too, with classic pub fare.

Day 5: Dockyard Delights & Maritime History

Today’s adventure took me to the far west end of the island, to the historic Royal Naval Dockyard. Again, the ferry proved to be the most scenic and enjoyable way to travel. The journey offered stunning coastal views and a different perspective of Bermuda’s varied landscape.

The Dockyard, once a vital British naval base, is now a vibrant hub of activities, blending history with modern attractions. My first stop was the National Museum of Bermuda, housed within the impressive fortifications of the Keep. I spent hours delving into Bermuda’s rich maritime history, from shipwreck tales and slavery narratives to the island’s role in various wars. The views from the ramparts across the turquoise waters were spectacular.

After my dose of history, I explored the various artisans’ shops, where local craftspeople showcased their talents, from glassblowing to pottery. I even watched a glassblower create a delicate art piece, mesmerized by the intricate process. For a unique experience, I visited Dolphin Quest, where I watched dolphins play and interact with their trainers – a truly joyful sight. Lunch at one of the Dockyard’s waterfront restaurants was a casual affair, enjoying fresh seafood with views of the bustling marina. The Dockyard offers a fantastic blend of culture, shopping, and entertainment, easily filling an entire day.

  • Practical Tip: The Dockyard is quite expansive, so wear comfortable walking shoes. Check the ferry schedule carefully for return trips, especially if you plan to stay late. Many shops offer unique Bermuda souvenirs.

Day 6: Botanical Beauty & Panoramic Vistas

For my penultimate day, I decided to embrace a more tranquil side of Bermuda, starting with a visit to the Bermuda Botanical Gardens, conveniently located just a short bus ride from Hamilton. This lush oasis is a feast for the senses. I spent a delightful morning wandering through its 36 acres, admiring a stunning array of native Bermudian flora, exotic plants, and vibrant flowering trees. The air was thick with the scent of blossoms, and the gentle hum of bees provided a soothing soundtrack. It’s a truly peaceful escape, perfect for a leisurely stroll. Within the gardens, I also caught a glimpse of Camden House, the official residence of Bermuda’s Premier, a beautiful example of colonial architecture.

In the afternoon, my quest for breathtaking views led me to Gibbs Hill Lighthouse, one of the oldest cast-iron lighthouses in the world. The climb up its 185 steps was a bit of a workout, but every single step was worth it. From the top, the panoramic vista of the entire island was simply awe-inspiring. I could see the shimmering turquoise waters, the patchwork of green hills, and the distinctive white roofs of the houses stretching out in every direction. It was a moment of pure serenity, allowing me to fully appreciate the island’s beauty from a bird’s-eye perspective.

To celebrate my incredible week, I indulged in a final, exquisite dinner back in Hamilton. I chose a restaurant known for its fine dining and local ingredients, savoring every bite of a perfectly prepared wahoo, a local fish, accompanied by fresh, seasonal vegetables. It was the perfect culinary crescendo to an unforgettable journey.

  • Practical Tip: The Botanical Gardens are free to enter. The lighthouse has a small entrance fee, but the views are priceless. Consider visiting the lighthouse closer to sunset for even more dramatic photo opportunities.

Day 7: Fond Farewells & Future Plans

My last morning in Bermuda was bittersweet. I woke up early, savoring a final cup of coffee on my guesthouse patio, reflecting on the incredible week I had just experienced. The island had truly woven its magic around me, leaving me with a profound sense of peace and countless cherished memories.

I took one last leisurely walk through Hamilton, picking up a few final Bermuda souvenirs – a small bottle of Outerbridge’s Sherry Peppers, a book on Bermudian history, and a piece of local art that perfectly captured the island’s vibrant colors. I enjoyed a final, traditional Bermudian breakfast of codfish and potatoes, a hearty and surprisingly delicious dish that locals swear by. It was the perfect way to bid farewell to the island’s unique culinary landscape.

As I made my way back to L.F. Wade International Airport, I felt a deep sense of gratitude. This journey had been more than just a vacation; it was an exploration of culture, history, and unparalleled natural beauty. Bermuda had captivated me with its charm, its friendly people, and its endless array of stunning sights. I was already planning my return, dreaming of future adventures on this extraordinary island.

  • Practical Tip: Allow ample time for airport check-in, especially during peak travel seasons. Many shops in Hamilton offer duty-free shopping for souvenirs. Don’t forget to try a traditional codfish breakfast if you have the chance!

My seven days in Bermuda were a tapestry woven with vibrant colors, warm smiles, and the gentle rhythm of island life. From the iconic pink sands of Horseshoe Bay to the ancient streets of St. George’s, from the dazzling depths of the Crystal Caves to the panoramic heights of Gibbs Hill Lighthouse, every moment was a discovery. This island isn’t just a destination; it’s an experience that stays with you long after you’ve left its shores. If you’re yearning for a blend of relaxation, adventure, and cultural immersion, I wholeheartedly encourage you to embark on your own Bermuda travel journey. Use this itinerary as your guide, or let it inspire you to craft your own unique adventure. Whatever you choose, Bermuda promises to be an unforgettable escape, a place where memories are made and cherished forever.

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