This self-guided walking holiday is the perfect mix of gentle walking and independent exploring allowing you to discover the quintessential island paradise of Bermuda at your own pace. Warmed by the temperate Gulf Stream, this sub-tropical gem, seemingly adrift in the North Atlantic Ocean is a stunning archipelago of 181 islands and islets, the eight largest of which form the fishhook-shaped mainland. Famed for its stunning turquoise waters in a whole rainbow of blues, incredible pink sands and coral reefs home to hundreds of colourful fish, Bermuda is a beach-lover's heaven and, as Britain's oldest colony, it is packed with history too. Beyond the postcard-worthy bays, the islands offer a lush interior alive with a multitude of birds and flowers, making it perfect to explore on foot. As Mark Twain commented, 'You go to heaven if you want. I'd rather stay here in Bermuda'.
A traffic-free trail spans Bermuda's diminutive 21-mile length and we provide detailed routes for 6 different walks, each exploring it's own diverse sections of the islands. From hidden sea grottoes to panoramic forts, lush flower-speckled fields to the sun-kissed sands of the South Shore Trail, the kaleidoscope of colour is unforgettable and the diversity of flora and fauna unbeatable. To help you get around, a 14-day travel pass is included, allowing unlimited access to the modern and efficient bus and ferry networks. Our local partner, Tim Rogers, will brief you about how everything works; he has a wealth of knowledge about Bermuda's flora, fauna and history.
You'll stay in a deluxe ocean view room (with either balcony or terrace) at the exclusive Coco Reef Hotel on the edge of the best private beach on the island and just 15 minutes from the capital, Hamilton. You're free to pick and choose your itinerary each day and, with stunning beaches, fabulous golf courses, outstanding natural beauty and fascinating history to discover there's plenty of interest for your 'rest days'.
We also offer a 7-night itinerary on our Islands of Bermuda Walk
The walking is predominantly flat with no real ascents or descents. Terrain varies between asphalt, gravel, and earthen surfaces as well as some sandy trails. Walking boots are recommended.
You stay at the exclusive 64-room 4H-rated Coco Reef Hotel in a deluxe ocean view room (with either balcony or terrace) The hotel is just 15 minutes from the capital, Hamilton and perfect for independent exploring.
Bermuda is the perfect destination for a mix of relaxation and gentle walking. We provide six detailed walking routes to help you discover the historic, cultural and natural highlights of the island, but there's no set itinerary so you're free to choose when and where to walk - you are on holiday after all!
To help you get around, a 14-day travel pass is included, allowing unlimited access to the modern and efficient bus and ferry networks. Our local partner, Tim Rogers, has a wealth of knowledge about Bermuda's flora, fauna and history, and will brief you about how everything works.
You're free to choose when and where to walk:
Somerset and Ireland Island 7km/4.5mi/2hr or 8km/5mi/3hr
Begin at Somerset Bridge, the world's smallest drawbridge, and follow the Railway Trail lined with unusual screw palm and cedar, reaching C19 Fort Scaur, with stunning views to Hamilton. Onwards to sleepy Somerset Village for lunch by pretty Mangrove Bay, you then follow a coastal track out along Ireland Island to Bermuda's most westerly end.
Exploring the East End 11km/7mi/4.5hr
You start the day in charming St George, a UNESCO World Heritage Site. There's time to explore the tangle of colourful streets and pretty harbour, before a dazzling path lined with prickly pear and casuarina leads to Gates Bay where Sir George Somers first came ashore in 1609. You continue along a herb-scented coastal track to Ferry Reach, with its C17 forts and Corsican tower.
St David's and Cooper's Island 4km/2.5mi/2hr or 5km/3mi/2.5hr
At tranquil St David's, fragrant hibiscus scents the salty ocean air as you visit Red Hole bay. Then it's on to St David's Battery, with cliff views stretching infinitely across the ocean, before heading over to Cooper's Island, Bermuda's newest nature reserve, a truly isolated and unspoilt area.
Sights of the South Shore 13km/8mi/3.5hr
From Gibbs Hill Lighthouse, balcony views span the entire west end across the azure waters of Great Sound, dotted with white sailboats. From here you descend to the sugary pink sands of the South Shore Trail, a string of nine gorgeous bays linked by a scented path of flowering morning glory and oleander. There's time for a dip at Chaplin Bay before a shaded path leads past cassava fields to the hotel, in time for a dip in the hotel's pool.
Coast and Caves 12km/7.5mi/4.5hr
Colourful prickly poppies dot the sparkling coastal route towards Flatts Village, where friendly locals cast their nets into the azure expanse of Harrington Sound, an inland lake littered with sea grottoes. It's then onwards with views over the northern shore to reach Blue Hole Park, a tiny treasure trove of caves filled with aquamarine waters. Maybe savour a Dark 'n' Stormy cocktail after visiting the fascinating Crystal Caves, then take the bus back to the hotel.
Botanical Gardens and Spittal Pond 5km/3mi/1.5hr or 4km/2.5mi/2.5hr
Alive with the noisy chatter of yellow kiskadee, a gentle allspice-scented trail brings you to Paget Marsh, a wetland oasis, home to herons and warblers. Then it's on to the Botanical Gardens - John Lennon's Double Fantasy album is named after the purple flower he spotted here - before heading to Spittal Pond; maybe spot herons, egrets and flamingos before following the coastal path, vibrant with sea lavender, looking out for humpback whales basking in the warm Atlantic waters.
There's plenty to see and do for the remainder of your stay, with the hotel's private beach an obvious attraction! The island boasts many other beautiful beaches, such as Elbow Beach and Horseshoe Bay, and several excellent golf courses too.
Pay a visit to the island's capital, Hamilton, and stroll along the harbour where pastel-coloured colonial buildings mix with high-end shops. Perhaps visit the stone Cathedral of the Most Holy Trinity and climb the tower for glorious city views befroe relaxing in one of the many harbour-side cafes for a spot of people watching.
The Royal Naval Dockyard is also well worth a visit: once the largest naval base outside the UK, the beautifully restored buildings now house a museum that offers a fascinating glimpse into the UK's and Bermuda's naval past. Nearby you'll also find the National Museum of Bermuda where you can discover more about the island's history and wildlife and pay a visit to Dolphin Quest to learn more about these fascinating animals, while the Bermuda Aquarium and Zoo on the shores of Harringston Sound, offers the chance to see seals, turtles, fish, monkeys, birds, and the first living coral reef exhibit in the world.
NEARBY:Coco Reef enjoys one of the best locations in Bermuda, right on the edge of one of the most stunning beaches of the South Shore with pink sands, several reefs and quintessentially Bermudian azure waters!
Room upgrades: Beachfront Double Room.
The beach front rooms are located closer to the beach than the standard rooms.
Extra nights: Please contact us for details.
Here at Headwater we thrive on feedback from our customers. It's the only way we can continue to develop, and where necessary improve, our services and ensure our holidays continue to be the best they can be. However, as this is a relatively new holiday, we don't yet have any customer reviews available.
You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.
Find out about The Headwater Price Promise to ensure you're getting the very best value for money.
This 14 night self-guided walking holiday includes:
Single-centre accommodation in a hotel
Management by your local Headwater-appointed agent
Route directions and maps
14 day travel pass
Local taxes, resort levy and service charge
How to book:
|1st Dec||US$4249||Check availability|
|8th Dec||US$4249||Check availability|
|15th Dec||US$4249||Check availability|
|22nd Dec||US$4249||Check availability|
|29th Dec||US$4249||Check availability|
|5th Jan||US$4249||Check availability|
|12th Jan||US$4249||Check availability|
|19th Jan||US$4249||Check availability|
|26th Jan||US$4249||Check availability|
|2nd Feb||US$4249||Check availability|
|9th Feb||US$4249||Check availability|
|16th Feb||US$4249||Check availability|
|23rd Feb||US$4249||Check availability|
|1st Mar||US$4249||Check availability|
|8th Mar||US$4249||Check availability|
|15th Mar||US$4749||Check availability|
|22nd Mar||US$4749||Check availability|
|29th Mar||US$4749||Check availability|
|5th Apr||US$4749||Check availability|
|12th Apr||US$4749||Check availability|
|19th Apr||US$4749||Check availability|
|26th Apr||US$4749||Check availability|
|3rd May||US$4749||Check availability|
|10th May||US$4749||Check availability|
|17th May||US$5349||Check availability|
|18th Oct||US$4849||Check availability|
|25th Oct||US$4849||Check availability|
|1st Nov||US$4849||Check availability|
|8th Nov||US$4849||Check availability|
|15th Nov||US$4849||Check availability|
|22nd Nov||US$4849||Check availability|
|29th Nov||US$4249||Check availability|
|6th Dec||US$4249||Check availability|
|13th Dec||US$4249||Check availability|
|20th Dec||US$4249||Check availability|
|27th Dec||US$4249||Check availability|
|3rd Jan||US$4249||Check availability|
|10th Jan||US$4249||Check availability|
|17th Jan||US$4249||Check availability|
|24th Jan||US$4249||Check availability|
|31st Jan||US$4249||Check availability|
|7th Feb||US$4249||Check availability|
|14th Feb||US$4249||Check availability|
|21st Feb||US$4249||Check availability|
|28th Feb||US$4249||Check availability|
|7th Mar||US$4249||Check availability|
|14th Mar||US$4249||Check availability|
|21st Mar||US$4249||Check availability|
|28th Mar||US$4779||Check availability|
|4th Apr||US$4779||Check availability|
|11th Apr||US$4779||Check availability|
|18th Apr||US$4779||Check availability|
|25th Apr||US$4779||Check availability|
|2nd May||US$4779||Check availability|
|9th May||US$4779||Check availability|
|16th May||US$5379||Check availability|
Minimum group sizes
No minimum group size, however transfers are subject to at least 2 people (in total) booked on each departure.
This holiday is unsuitable for children.
Self-guided walking Managed locally by Headwater appointed agent.
Selected Sundays from 1st Dec 2019 to 16th May 2021, for 14 nights. All dates are subject to availability, please contact us to check.
Transfers from Bermuda airport at 18:30, and back to Bermuda airport at 17:45 are available at a supplement.
Due to the tailor-made nature of our holidays, we need a little more information in order for us to check availability for Bermuda Islands Discovery. Simply complete the form below (fields marked * are mandatory) and a member of our sales team will contact you (when it's most convenient for you) to provide availability information, travel options and an accurate price. Of course there's no obligation, but if you do wish to proceed with a booking they will be on-hand to assist you throughout the process.
Alternatively, you can call our sales team on 1-800-267-3347 to discuss your requirements in more detail.