Day 1: Arrival in Bermuda – Hamilton
On your first day, land in Bermuda and head straight to Hamilton, the capital. Check into your hotel or guesthouse, freshen up, and take a walk around the town. Grab a quick lunch at a local café like Hamilton’s famous ‘Dangelini’s Café’.
Stroll towards Front Street to get a feel for the city. It’s full of colorful pastel buildings, lining the waterfront. Pop into a few local boutiques and get your first views of the harbor. End the night by grabbing dinner from a local spot. Try ‘Barracuda Grill’ for some fresh seafood. Rest up – tomorrow the adventure begins!
Day 2: Explore Hamilton and Crystal Caves
Start your day with an early breakfast at ‘Boulevard Café’. After that, hop on a bus or taxi to the incredible Crystal Caves located in Hamilton Parish. These caves are filled with stunning formations of stalactites and stalagmites above brilliantly blue water. It’s a must-see!
After your cave exploration, head back to Hamilton for lunch. Try ‘La Trattoria’ for a mix of Bermudian and Italian cuisine. Spend the afternoon exploring the Bermuda National Gallery or shopping for Bermudian crafts.
In the evening, take a leisurely waterfront walk or grab an outdoor drink at ‘The Bermuda Bistro at The Beach’ – a spot to people-watch.
Day 3: Warwick Long Bay and Spicelands Riding Centre
Today, start with some beach time at Warwick Long Bay. This secluded beach is less touristy and perfect for a morning swim or sunbathe. The pink sand here is the most striking in Bermuda.
In the afternoon, book a horse-riding tour at Spicelands Riding Centre. They offer scenic rides on horseback along the coastline and lush trails.
For dinner, a seafood feast at ‘The Swizzle Inn’ is just what you need after an adventurous day. Try their famous rum swizzle, Bermuda’s national cocktail.
Day 4: Day Trip to St. George’s
Catch an early bus or taxi to St. George’s, a UNESCO World Heritage site. Wander through the town’s cobblestone streets and historic buildings. Visit St. Peter’s Church, one of the oldest Anglican churches in the western hemisphere.
Lunch at ‘Wahoo’s Bistro’ offers you a fantastic view of King’s Square. After lunch, visit Tobacco Bay Beach for a relaxing swim. The calm, clear waters here are great for snorkeling and relaxing with hardly any crowds.
Take the evening ferry back to Hamilton and grab dinner at ‘The Hog Penny Pub’, another local classic.
Day 5: Gibbs Hill Lighthouse and South Shore Beaches
After breakfast, head to Gibbs Hill Lighthouse for panoramic views of Bermuda. Climb the 185 steps for an unbeatable view. It’s fantastic for photos and getting a sense of the island’s layout.
Spend the rest of the afternoon beach hopping! Begin at Horseshoe Bay Beach, one of the most popular in Bermuda. It’s a great spot to relax, but if you want something quieter, head towards Elbow Beach. You’ll find more secluded spots with fewer tourists.
Day 6: Relax at Elbow Beach
Make today a pure relaxation day. Head back to Elbow Beach, lay down a towel, and let the calm, soft waves of the ocean do the rest. If you feel a bit more adventurous, rent a paddleboard or kayak to explore the coves.
You can grab lunch at ‘Mickey’s Beach Bistro’ right on the sand. Wind down the day by catching the sunset.
Day 7: Adventure Day – Snorkeling and Cliff Jumping
Buckle up for an adventure-filled day. Start with a morning snorkel cruise along the western shores of Bermuda. Try to book a tour that takes you through shipwrecks. The coral reefs and brightly colored fish make it one of the best snorkeling spots in the world.
In the afternoon, head over to Admiralty House Park where locals love to cliff jump. You don’t have to jump yourself, but it’s fun to watch the brave leap from the cliff into the ocean below.
Day 8: Heritage Day – Museums and History
Today, dive into Bermuda’s history. Visit the ‘Bermuda Maritime Museum’ located inside the Royal Naval Dockyard. It’s a fantastic place to learn about Bermuda’s naval and maritime history.
Make your way over to the Bermuda Aquarium, Museum, and Zoo in the afternoon for a more family-friendly experience. The museum offers insight into Bermuda’s oceanic wildlife and its unique ecosystems.
Finish the day with a quiet evening in Hamilton. Have a casual, laid-back meal at ‘The Pickled Onion’ and reflect on the trip so far.
Day 9: Day Trip to Bermuda Railway Trail
Today, spend time cycling part of the Bermuda Railway Trail. Rent a bike and ride along this island-length path that runs through the heart of the island. You’ll pass beaches, forests, and some historical ruins along the way. It’s the best way to explore Bermuda’s natural beauty at your own pace.
Pack a picnic and stop for lunch along the way. You’ll find great places to stop by the beach or in midst of a quiet forest.
Day 10: Kayaking or Stand-Up Paddleboarding
Take things to the water today. Rent a kayak or stand-up paddleboard and head out to explore Bermuda’s coastal waters. You can rent gear from places along Elbow Beach or Tobacco Bay and venture out to hidden coves and small offshore islands. It’s peaceful and offers a unique perspective of the island.
Wind down with lunch at ‘The Beach House’ near Tobacco Bay. In the evening, catch a local rum tasting tour. Bermuda’s renowned for its rum, so don’t miss diving into the island’s deep rum culture.
Day 11: Visit the Royal Naval Dockyard
Spend the day at the Royal Naval Dockyard. Explore galleries, shops, and restaurants around the old British naval base. If you’re into watersports, try renting a jet ski for a quick tour around the area. The harbor views here are beautiful, making it a great day to snap some great photos.
Grab some lunch at the ‘Frog and Onion Pub’ while at the Dockyard, an iconic spot that’s a favorite among locals and tourists.
Day 12: Botanical Gardens and Fort Hamilton
Start your day visiting the beautiful Bermuda Botanical Gardens. It’s a great place for a morning walk among rare flora and peaceful gardens. After spending some time marveling at the plant life, head over to Fort Hamilton, which offers a sweeping view of the island from its high ramparts.
After some cultural immersion through these sites, keep the afternoon free for some personal exploration and relaxation. Enjoy your evening dining with a view at ‘1609 Restaurant’ located at the Hamilton Princess Hotel.
Day 13: Island Hopping by Boat
Today, book a boating tour to make the most out of your island exploration. Several tours offer half-day trips cruising through smaller islands along Bermuda’s coastline. Stop for a swim, snorkel, or just relax on the boat while soaking in the sunshine.
Finish the day by spending some time at a quiet beach near your accommodation or grab some dinner from a local takeout spot.
Day 14: Departure Day
Sadly, it’s time to say goodbye to Bermuda. Spend your last few hours strolling the streets of Hamilton or relaxing on a nearby beach. Grab a final bite at your favorite coffee shop and make your way to the airport. 14 days may not feel like enough, but it’s been a trip full of adventure, relaxation, and memories. Bermuda is a place you’ll want to return to again and again!
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