Skip to content
  • What happens after I reach out? Created with Sketch.
    • Our team will get in touch with you to make sure we’re a good fit. From there, we will prepare an estimated costing and then a more detailed program upon your approval. Think schedules, durations, inclusions & exclusions.
    • Your deposit payment allows us to finalize all bookings and lock in your accommodations, private transfers, activities, etc.
    • We take pride in curating and vetting every aspect of the trip. We test, retest and then retest again right up to the client’s arrival. We are happy to plan in tandem with you or take the reigns!
    • Trips offer maximum, yet well-edited choice and flexibility.
  • What if our group has varying ages, interests and activity levels? Created with Sketch.
    • We happily cater to a wide variety of travelers, and want the pace you set on the trail or road to be your own. This is one of the many reasons why we have such high guide to traveler ratios and multiple vehicles–so that we can deliver the ultimate in flexibility.
  • Who travels with Gray & Co.? Created with Sketch.
    • Most of our travelers book with us again and again. New travelers come to us most often by way of referral.
    • High net worth individuals and their friends – all of whom are well-traveled, curious, active and discerning. Most own or lease private jets.
    • Multigenerational families – We excel in planning for kids of all ages. 5-8 year olds versus ages 8-12 versus teens or college-aged kids and beyond have different wants and needs. Our team is stacked with experts in family travel who design unique family adventures for every stage of family life.
    • Individuals who are safety, privacy and security conscious.
    • We work directly with clients and travel agents.
  • How "active" do I need to be? Created with Sketch.
    • Fear not! We cater to all ability levels. Care to ride the same circuit as the pros? No problem. Prefer a short walk, followed by a cooking demonstration and spa treatment? We welcome that, too. Typically, we suggest 3-4 hours of activity each day. Trips are supported by vehicles that are there for weary travelers or to carry extra gear, purchases, etc.
  • What about corporate groups? Created with Sketch.
    • Gray & Co. designs and produces active corporate retreats. From choosing the right destination to fine-tuning venues and menus, the Gray & Co. team provides the ultimate environment for executive learning and bonding. Recent getaways include a bankers’ road biking retreat in California and a corporate multi-sport escape for Expedia in Whistler.
  • What happens on a typical day? Created with Sketch.
    • In the morning, we bike or walk for a few hours between historic and cultural sites, stopping for coffee along the way. Lunch tends to be at a casual restaurant or picnic. In the late afternoons, most people love to relax, read, have massages, shop, taste wine, etc. Dinners can be Michelin-starred affairs, but more often than not, our travelers love casual bistros and trattorias. You choose. We recommend at least two nights at the same fabulous hotel, villa, estancia or châteaux to let you unpack and unwind. Or take over an entire hotel – some of our faves include Estancia Vik in Uruguay, Matakauri Lodge in New Zealand and Awasi in San Pedro de Atacama, Chile.
  • Why Gray & Co.? Created with Sketch.
    • Gray & Co. is the only Active Travel company that offers exclusively CUSTOM + HIGH – END + ACTIVE trips. We have never done anything else!
    • No set departures. Every trip is custom and discretely guided/produced by our elite in-house team, while collaborating with local experts.
  • What kind of support can we expect on the trip? Created with Sketch.
    • Most trips feature a team of guides, experts, drivers and mechanics. Travelers will gain access to a WhatsApp conversation where they can communicate with our team during their trip.
    • We cater to each individual traveler, often creating multiple itineraries within a day. Wherever we go, we craft exclusive experiences that show off the best of the destination and “give back” locally.
    • We’re seasoned in collaborating with private air flight teams/FBOs as well as security.
    • We suggest traveling with multiple luxury vehicles with drivers and guides to allow travelers to all enjoy at their own pace.
  • What is active travel? Created with Sketch.
    • “Active Travel” involves some form of outdoor physical activity (e.g. walking, hiking, cycling, paddling, yoga etc.) almost every day of the trip.
    • You don’t have to be an athlete! We cater to all levels and interests.
  • Can you provide a bike, helmet and/or other athletic gear for me? Created with Sketch.
    • We can provide high quality carbon fibre road bikes, hybrid touring bikes and e-bikes to all cyclists. Many people find this to be simpler than shipping their bike. We can also arrange for helmets and other gear to be available.
    • Alternatively, some of our travelers choose to ship their bikes or check them as oversized baggage. Please contact us if you’d like more detailed information about traveling with your bike.
    • All of our travelers are equipped with a comprehensive packing list to make sure everyone stays happy and healthy on the myriad activities packed into an itinerary.
  • What if I want to travel on my private jet? Created with Sketch.
    • No problem. We have years of experience working with private airports, handlers, pilots and crew.
  • What about travel and health insurance? Created with Sketch.

    Adequate travel and emergency medical insurance are essential and are your responsibility. There are innumerable reasons why you should seriously consider travel and emergency medical insurance. Although the decision is ultimately your responsibility, if you have any questions, our travel producers will do their best to guide you. Please reach out at info@grayandco.ca.

  • How do you charge for your services? Created with Sketch.
    • Gray & Co. specializes in planning the most upscale active travel experiences. All our trips are discretely produced and guided to ensure seamless execution, always integrating plenty of choice, flexibility and privacy. Service levels are among the highest in the industry.
    • The cost of trips vary depending on myriad factors including number of participants, destinations, lodging, type of activities, complexity of itinerary etc. Trips are rarely less than $3- 4K USD per person per day, not including airfare to the destination.
    • A non-refundable deposit is due upon booking. Final non-refundable payment is due 60 days prior to the trip. Additional costs incurred on the trip may be post billed.
    • Please call to discuss more details.
Want to create
YOUR OWN PRIVATE TRIP?