Cannon Expeditions

Our story

We rebuilt the practice around the trips we live for.

Cannon Expeditions opened in 2015 as a generalist practice — cruises, honeymoons, Ireland self-drives. Good trips, well planned. But every January, the trips we booked for ourselves looked nothing like the trips we sold: liveaboard berths, bike bags, trekking permits. Eventually we admitted what the calendar already knew, and put adventure at the center of the practice — without giving up the rest of it.

The heart of the practice is now the epic kind of trip: custom scuba, mountain-bike, wilderness, and expedition travel, designed from a blank page. Around it, the full advisory still stands — cruises, luxury resorts, honeymoons, celebrations — booked through Virtuoso with the upgrades, credits, and early check-ins that make an advisor pay for themselves.

The method didn't change, only the subject. We still ask better questions than a booking site knows to ask — but now they're questions like: how many dives are in your logbook, and in what water? How many hours a week are you actually on the bike? Have you slept above 3,500 meters? The answers matter more than the destination, because a trip one level too hard is miserable and a trip one level too easy is forgettable.

We're a three-person shop, deliberately. Three advisors covering four lanes — dive, ride, trek, and expeditions — and one advisor per client, first call to touchdown. The client list grows mostly by referral, mostly from people whose friends thought the trip was crazy.

— The Cannon Expeditions team

Why us

Four pillars. That's the whole pitch.

You plan with the person who's done the dive.

Not a database, not a call center. The advisor who routes your liveaboard has hung on a reef hook in the current they're warning you about.

Adventure-first, full service.

Expeditions are designed from a blank page and your logbook. Classic trips — cruises, resorts, celebrations — we book with Virtuoso amenities at no added cost. One shop, both.

Vetted operators, stated standards.

Each specialty page publishes the standards we hold operators to — oxygen on every dive boat, guide ratios, evacuation coverage. Checkable claims, not vibes.

One advisor, first call to touchdown.

The person who designs your trip answers the phone while you're on it. Grounded floatplane on day six? Our phone rings, we re-route, you keep going.

What we believe

Five field-tested convictions.

Fitness honesty beats trip envy.

We'd rather talk you down a level than watch you suffer up one. The right-sized trip is the one you'll want to repeat.

Buffer days are love.

Weather grounds floatplanes, closes passes, and blows out dive sites. Every itinerary we build has slack where the risk lives.

The right operator beats the cheap one.

In adventure travel, the operator is the safety system. We book the boat with the better crew, and we'll show you why it's worth it.

Training is part of the trip.

The three months of riding before the Chilcotins are the trip too. Your pre-departure pack includes fitness notes for exactly this reason.

Less, but harder.

One objective done properly beats three sampled. Depth of experience is the whole point of going far.

Affiliations

Badges, explained in plain English.

Virtuoso member. A vetted network of independent travel advisors. For you it means supplier perks and upgrades at no added cost; for us it means direct lines to the people who run the boats and lodges we book.

Insured and accredited to book directly with suppliers — the industry credential that lets us hold your reservations ourselves rather than passing you to a middleman.

Sound like your kind of shop?

The first call is free, 15 minutes, and you'll leave with at least one useful answer.

Plan your expedition →