4-Day Group Itinerary: The Perfect Bermuda Retreat

Bermuda's natural beauty, cultural attractions and abundance of group-friendly activities make it the ideal destination for group travel of all kinds. Let this itinerary help you plan the perfect 4-day island getaway.

  • Itineraries
A group are riding through St. George's

From tour groups and church gatherings to family reunions and dreamy weddings, the island offers a curated selection of experiences that cater to various interests and tastes. Plus, Bermuda is just a short, nonstop flight away from major cities US east coast cities, including New York and Boston.

Day 1


Give your group a warm Bermuda welcome with a reception at the hotel . Bermuda accommodations are known for rich amenities, attentive service, tranquil settings and gorgeous water views. 

One standout option is Hamilton Princess & Beach Club, a recently refurbished 400-room property with stunning views of Hamilton Harbour and a rich history dating back to 1885. Just a short stroll from the vibrant City of Hamilton, it offers an array of dining options and a private beach club on Bermuda's famous South Shore. With an extensive list of amenities – including a marina, water sports, spa, waterfront dining, and more – it's an ideal choice for a group getaway.

Junior suite at the Hamilton Princess.

Another excellent option is The Loren at Pink Beach, an oceanfront hotel perched along a cliff's edge. Its spacious oceanfront suites and villas offer luxurious and modern accommodations with panoramic views of the Atlantic. This beachfront property also features a range of amenities, from on-site dining to a spa, making it a perfect choice for group stays.

At either property, your group can dine right on-site. At the Hamilton Princess, groups can head over to Intrepid, offering an upscale, contemporary twist on the classic American grill with a focus on prime cuts of beef that are dry-aged to perfection. Seafood enthusiasts can indulge in temaki sushi, oysters, and caviar, all while enjoying panoramic harbor views and stunning art pieces.

Close up of a table at The Loren.

Guests staying at The Loren can head to the Pink Beach Club, a breezy, open-air dining destination with stunning Atlantic views. Savoury locally sourced dishes including ahi tuna in poke bowls and ravioli with fresh-picked mushrooms.

Day 2


The second day starts with a rejuvenating beachfront yoga session. Guests staying at the Hamilton Princess can enjoy a challenging and intuitive session with VeryRareYoga. Whether you're a yoga enthusiast or new to the practice, there's a class tailored for you, from meditative sessions to upbeat, music-filled stretches. For those at The Loren, your Salt Yoga instructor will lead you in a vinyasa flow yoga class, allowing you to breathe into your movements while inviting creative sequences of postures that flow one right into the other.  

Aerial view of a group of people doing yoga at The Loren.
Salt Yoga

After your beachside yoga experience, it’s time for breakfast. At The Hamilton Princess, enjoy a delightful buffet or a la carte menu at the Crown & Anchor, where you’ll relish island-inspired dishes. Or dine at The Loren's Pink Beach Club, where the open-air setting offers uninterrupted views of the Atlantic and a locally sourced menu that features fresh and delicious options.

The afternoon brings adventure on the water with a sail and snorkel tour! Whether your group is seeking thrills or relaxation, you’ll enjoy a private charter with Sail Bermuda, which offers an array of activities, from snorkelling and paddleboarding to cliff jumping and sunbathing. You can also have your trip catered with menu options ranging from refreshing canapés to sushi platters and homemade pizza. 

Sail Bermuda view of boat.

Or book a private charter with Zara Bermuda, where your group can relax on the spacious deck of this 77-foot luxury catamaran. Groups can snorkel, swim, and paddleboard, plus enjoy a buffet lunch before cruising back to shore.

Guests staying at the Hamilton Princess can wrap their day with delectable dinner at The Cloud, where they’ll enjoy a family-style menu perfect for sharing. For those staying at The Loren, a 5-minute drive will bring you to dinner at 10South, where a culinary adventure awaits. Their menu is ever-changing, showcasing the freshest ingredients and island flavours.

Day 3


For today’s adventures, guests can start with a hearty breakfast at either the Crown & Anchor or The Pink Beach Club.

Next it’s time for a tour! For a fascinating look into the world of ocean exploration and conservation, head to the Bermuda Underwater Exploration Institute (BUEI). For insight into Bermuda’s fascinating marine and wildlife, as well as animals from far-flung locations like Australia and Madagascar, book a tour at the Bermuda Aquarium, Museum & Zoo (BAMZ). 

A man is showing people a map of the Bermuda Islands.

Next, be prepared to be awed by the natural wonder of the Crystal and Fantasy Caves, which were formed over millions of years. Explore the Crystal Cave with its clear underground lake, pristine white stalactites, and crystallised soda straws. Then, venture into Fantasy Cave, a virtual jewel box with stunning calcite mineral formations that resemble frozen waterfalls. Your guided tour will enhance your understanding of the caves' unique history and geology.

For lunch, stroll over to the Swizzle Inn, Bermuda's oldest pub, where you can relish a traditional Bermudian meal. Renowned for their Rum Swizzle and delicious comfort food, The Swizzle Inn is favourite among locals and visitors alike.

The afternoon will be spent embarking on an electric bike tour with Oleander Cycles from the historic Town of St. George into the picturesque countryside. Visit an unfinished stone church with soaring arches and a beautiful bay with historical significance.

Exterior view of a brick street in St. George's

The day wraps up with a delightful dinner at Wahoo's Bistro & Patio in the heart of St. George's. This charming restaurant offers panoramic views of the harbour and serves authentic Bermudian cuisine such as locally caught fish, award-winning fish chowder and an ever-changing pasta special.

Day 4


For the final day, choose between an only-in-Bermuda spa experience, or a round of golf on some of the world’s most picturesque fairways. 

For a morning of pure relaxation, head to one of Bermuda’s top spas, where guests will find a range of unique services such as a zen harmony phyto-aromatic treatment at Sisley's Spa at The Loren, a warm bamboo massage at La Serena Spa at The Reefs, a Sweet Bee Keeper’s Scrub exfoliating massage at Sense Spa at Rosewood Bermuda, or a sublime hot stone massage in an ancient cave at Natura Spa at Grotto Bay Resort. This is a surefire way to make sure your group goes home refreshed.

Interior view of the Sisley Spa at The Loren.

Golf enthusiasts can tee off at one of Bermuda’s world-class golf courses. From stunning ocean views at Turtle Hill Golf Club to one of the world’s best public courses at Port Royal Golf Course, the island offers a truly unforgettable golfing experience. 

As the trip comes to a close, your group will depart Bermuda with cherished memories of the island's natural beauty, rich culture, and the remarkable connections made along the way.



Bermuda In Your Inbox

We want to make you excited to check your mail.
Stay in the loop on events, offers and what’s happening in Bermuda.