At B&R we make it incredibly easy for you to journey with your friends, family, colleagues or on your own. Create your own private trip by taking over one of our dates—or we can request a fresh one. Prices are sliding scale to suit the number of travellers. Interested in tweaking the itinerary? We can do that too. Ask us for details!
The right number of like-minded travellers to make new friends.
Your dates. Your group. Our expertly-designed itinerary.
Tailored to your interests, a bespoke travel experience.
Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
Biking – 40-50 km (25-30 mi.) a day over relatively flat terrain with a few small hills—all very manageable for people trying their first biking trip.
Walking – 6-10 km (4-6 mi.) a day on country lanes, footpaths and coastal or forest trails, all on relatively flat terrain, perhaps with an occasional hill.
Biking – 40-50 km (25-30 mi.) a day over terrain that’s relatively flat but will include inclines and the occasional climb or two.
Walking – 8-12 km a day over relatively flat terrain, with occasional steeper climbs.
Biking – 40-50 km (25-30 mi.) a day in gently rolling countryside, with occasional longer climbs to points that are well worth the effort. Layover days accommodate varying preferences.
Walking – 11-15 km (7-10 mi.) a day over rolling terrain on a variety of surfaces. Most days, one or two steeper climbs to spectacular viewpoints or places of interest.
Biking – Roughly 50 km (30 mi.) a day in consistently rolling countryside, with repeated climbs and longer options available.
Walking – 11-15 km over terrain that varies between rolling and hilly, with a few steeper climbs.
Biking – 50-60 km (30-45 mi.) a day over both level and tougher, hillier terrain with multiple 100 km (62 mi.) options. The routes are designed for avid cyclists and include plenty of chances to push yourself.
Walking – 11-15 km (7-10 mi.) a day over fairly hilly terrain offering lots of challenges. Routes are along high meadow paths and/or well-maintained cliffside or alpine trails, with a few steep ascents to make you feel invigorated.
Island hops and sun-soaked walks
Experience all Crete has to offer as we wander from bay to bay and between archaeological sites before a high-speed ferry whisks us away in style to Santorini. Here, we walk along the island’s rugged outcroppings, take in the crashing sea below, and let an epic sunset put another day of adventure to rest.
Trip designed by Travel Expert Tom AbrahamView Tom’s Profile
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Go with the right number of like-minded travellers to make new friends.
Limited Space / Waitlist
This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.
Families with Adult Children
These are departures we have designated as appropriate for families with adult children.
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* Trip elements may be adjusted on smaller group sizes.
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Our Bespoke trip designers are a talented bunch who can craft unforgettable experiences for your specific group—and working within your needs and budget.
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Day by Day
In the morning, take a short flight to the stunning island of Crete. Here you'll explore significant historical sites including the Venetian fortifications and Turkish quarters.
Cycle through ancient Cretan villages and sample delightful indigenous wines. Spend the evening uncovering hidden corners in the charming village of Chania.
Start the day with a scenic hike to the enchanting harbor city of Rethimno. Then, take a private tour of Knossos, Europe's oldest city and home to an ancient archaeological site.
Sail across the Aegean Sea by catamaran to the island of Santorini. Hike along a crater top (1000 ft above water) to the world-famous view of the volcanic caldera. This evening, enjoy a sunset dinner in Oia.
Cruise the coast of Santorini on our private yacht. Swim around secluded coves and secret caves, then savour a fresh BBQ seafood lunch on board.
Your guide will help you with your onward travel. Bon Voyage!
Discover Greece’s ancient culture.
Abaton Island Resort and Spa, Chersonisos
Sitting off the northern coast of Crete, this luxury resort features ultra-stylish sea view rooms, five restaurants, an on-site spa with Turkish baths and an infinity pool with breathtaking views—particularly at sunset.
Mystique Santorini, Santorini
Set amidst the beautiful scenery of Santorini, Mystique features dazzling views of clear blue crystalline waters. Comprising 22 suites and villas, the hotel provides a sensorial experience of Santorini. Amenities include the infinity pool, pool bar, gourmet restaurant Charisma and the “secret” wine cave, featuring a rare selection of indigenous wines.
Casa Delfino, Chania
Casa Delfino is a rare mix of history, elegance, impeccable service and world-class luxury. Enjoy a drink on the rooftop terrace as you watch the sun go to sleep or indulge with a treatment at the world-class spa. This boutique property has been a family affair for six generations and encompasses everything a five-star hotel should be: effortless, tranquil, and sumptuous.
I can't identify a "most memorable" B&R moment because it was all so memorable. Each day was even better than the previous day and they were all spectacular. And our guides were the best!— Lynnis Gendron
A wonderful journey. Good hiking. Our guides were first class. Well done to all who were involved with B&R.— Wes Alexander
This trip is appropriate for travellers who enjoy going for a good walk and can handle an incline or two and mountainous terrain. Several of these walks take place on ancient mountain trails and cannot be supported by a vehicle. Hikes can be made harder or easier depending on the traveller's comfort level and needs. N.B. One day will feature a bike ride.
Relatively flat, with occasional steeper climbs.Read more on our Activity Levels
What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.
- All hotel accommodation – 5 nights
- Meals as indicated with wine as chosen by your guide
- Services of Greek national guide(s), support vehicles and a B&R guide(s)
- Use of lightweight, telescoping walking sticks
- Use of bikes, and bike helmet
- Detailed maps, route suggestions and water bottle
- All special events and private tours
- All transportation from rendezvous to drop-off
- All baggage transportation
- All gratuities for baggage, porters and hotel service
Sometimes your B&R trip simply isn’t long enough! Extend your stay for the best vacation possible. If you wish to spend a few days in region either before or after your official B&R trip, and need assistance making those plans, your B&R Travel Advisor can help.
Call us to create an independent travel experience that fits your needs—we can also arrange for a local guide.
More Trip Inspiration
And your mind? Totally and utterly blown.
We craft extraordinary experiences, tailor made to meet
your every need, with every stitch of every day crafted
just the way you want it. Learn more about Bespoke