Your Birthday in Bermuda: A 5-Day Itinerary
Whether you’re celebrating a milestone birthday or you believe every trip around the sun is a momentous occasion, Bermuda is calling. Find the perfect balance of relaxation and thrills with this 5-day island itinerary.
- Beyond the Beach,
- People & Culture
With island adventure, alluring turquoise water, delicious cuisine, and world-famous drinks, Bermuda promises the birthday escape of the ages. Come with friends, family, or solo – it’s all about celebrating you on a dream-like island escape.
Day 1
Treat Yourself to a Day on the Water
Catamaran Cruise
For a lux experience, celebrate milestone birthdays in style on either the Zara or Traveller Charters yachts, sailing the coastline and stopping at peaceful spots for a swim. Dive in for a refreshing dip, go snorkelling for a peek below the surface, or paddleboard in a secluded cove.
End the day with a sunset dinner prepared by a private chef. With a fully stocked bar, captain, and crew, this blissful catamaran experience is the ultimate way to start your trip on a high note.
Prefer to chart your own course? Rent a boat or charter one from Pompano Beach Club, Hamilton Princess & Beach Club, or Cambridge Beaches Resort & Spa and explore the island’s scenic bays and waterways. If you’re not dining on board, opt for dinner at one of these resort restaurants, or boat up to The Waterlot for dinner at one of the island’s most storied establishments.
Day 2
Get Immersed in Art & Culture
Art Walks & Museum Masterpieces
Explore Bermuda’s vibrant art scene and plan a day of brilliant art and reflection with some of Bermuda’s finest collections. Stop by the City Hall & Arts Centre and explore contemporary art at the Bermuda National Gallery, and be sure to head one floor up to discover vibrant art exhibits from talented local artists at the Bermuda Society of Arts.
As you walk through the City of Hamilton, Bermuda’s capital, look out for the many street art murals and scan the accompanying QR code to learn about the artist and artwork. Pass through Bermuda’s oldest limestone Moongate at Queen Elizabeth Park, where the footpaths reveal stunning sculptures and greenery. Walking through this oasis is said to bring luck with friendships and experiences as you embark on another year.
DAY 3
Find Adventure
Cliff Jumping
This is your year to take the plunge and conquer fears. Nothing gives you energy like cliff jumping into crystal clear waters on the count of three! Take the crew to Admiralty House Park, near Spanish Point on Bermuda’s South Shore for a thrilling climb of the limestone cliffs and ending with a picturesque picnic on the quiet beach of Clarence Cove.
Nature Walks
Stroll the famous pink sands of South Shore Park or take a tour of the Crystal & Fantasy Caves, known for out-of-this-world limestone formations and a glassy underground lake. Walk the lush forest of “Tom Moore’s Jungle” and go for a swim in the Blue Hole, or explore the pristine Cooper’s Island Nature Reserve. You’ll find many great photo ops along the way! For more active fun, check out Bermuda’s 40 greatest outdoor adventures.
Dining on the Beach
Keep natural beauty at the forefront by dining on the beach. Discover delicious lunch and dinner spots around the island, from casual oceanfront cafes to high-end resort dining with water views.
DAY 4
Discover Local Treasures
Take a Mini-Bus Tour
Dive deeper into Bermuda's fascinating history and culture on a curated mini-bus tour with Titan Express Tours. Expert tour guides will illuminate Bermuda's unique heritage and customs. Visit sites that explore Bermuda's history in the slave trade and the resilience of its people, discover iconic landmarks, or seek out beautiful vistas to get your photos for the 'gram.
Feast on Bermuda Fish Sandwiches
Fuel your trip with the ultimate Bermuda meal, a fish sandwich. Imagine delicious fried fish with tartar sauce piled high on freshly sliced raisin or whole wheat bread. Each restaurant has its own unique version with different sauces and toppings, so try a few and find your favourite! We recommend Seaside Grill or Mama Angie’s.
If your birthday trip falls between September 1st and March 30th, you can enjoy Bermuda Spiny Lobster. This local delicacy can be found on most menus during the season, but popular spots include Lobster Pot Restaurant and Boathouse Bar, a Hamilton restaurant that has been open since 1974, and St. George's seafood hotspot Wahoo’s Bistro & Patio. The lobster season is only seven months of the year for sustainability best practices and conservation purposes.
A Chill Afternoon & Evening in St. George’s
Wrap the day with some St. George’s highlights, from the dramatic rock formations of Tobacco Bay Beach to the hauntingly beautiful ruins of the Unfinished Church. Then stroll the narrow streets of the Town of St. George, the first settlement of the New World and a UNESCO World Heritage site. The White Horse Pub & Restaurant offers a waterfront perch perfect for island fare and award-winning cocktails.
There’s always room for dessert, and nothing is better than sunset ice cream at Bailey’s Bay Ice Cream Parlour in Hamilton Parish. Choose from one of 30 incredible homemade flavours, including Bermuda classics like rum raisin.
DAY 5
Soak up Relaxation & Island Vibes
Spa Day Indulgence
Wind down with your crew after days of amazing adventures and book an indulgent spa day. Have an out-of-body experience in the sparkling pools of an ancient cave at Natura Spa at Grotto Bay Beach Resort, or get lost with an aromatic facial at Sense, A Rosewood Spa.
A Grand Finale Dinner at the Commissioner's House
It’s your time to shine with a fabulously catered dinner at the Commissioner's House. Invite your guests to an exquisite evening at the historical 1820 cast iron house, located on the grounds of the National Museum of Bermuda. Recall your favourite trip experiences under the stars and laugh over cocktails, fine dining, and dancing. It’s the celebration of a lifetime for a milestone birthday.
For a simpler yet still stellar evening, celebrate your last night in Bermuda with an unforgettable fine dining experience – think exceptional cuisine and oceanfront settings. Browse Bermuda’s top fine dining restaurants by region to find the perfect place for your grand finale dinner.
