Waypoint Wild

Waypoint Wild

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15/07/2026

3 trips Iโ€™d plan from Winnipeg this fall ๐Ÿ‘€โœˆ๏ธ

Not just flights.

Full trip ideas.

๐Ÿ Halifax + Cape Breton - coastal drives and Atlantic scenery

๐ŸŒฟ Panama + Boquete - coffee country, mountains and jungle adventure

โ˜˜๏ธ Dublin + the Di**le Peninsula - pubs, cliffs and small towns

The fall travel options from Winnipeg are just getting started.

Donโ€™t just book the flight. Build the trip around it.

Which one are you choosing? ๐Ÿ‘‡

Photos from Waypoint Wild 's post 13/07/2026

Flights Iโ€™m watching this week ๐Ÿ‘€โœˆ๏ธ

Some strong Winnipeg deals have popped up, and each one has a great adventure angle once you land.

๐Ÿ Halifax โ†’ Cape Breton / Cabot Trail
๐Ÿ” Anchorage โ†’ Hatcher Pass
๐ŸŒฟ Panama โ†’ Boquete
โ˜˜๏ธ Dublin โ†’ Di**le Peninsula
๐Ÿ‡น๐Ÿ‡ญ Bangkok โ†’ Kanchanaburi
๐Ÿ‡ณ๐Ÿ‡ฟ New Zealand โ†’ Wฤnaka / Mount Cook

The flight gets you there.

The real adventure starts once you leave the crowds behind.

Think coastal drives, mountain roads, coffee country, small towns, riverside stays and bucket-list scenery.

Which one are you choosing? ๐Ÿ‘‡

*Prices can change quickly and may vary by date, airline and availability.

Photos from Waypoint Wild 's post 08/07/2026

A client asked for Scotland.

But not just Edinburgh and a quick Highlands day trip.

They wanted countryside, coastlines, castles, villages, scenic drives and a trip that felt a little more their speed.

Thatโ€™s where custom planning makes the difference.

For a Scotland road trip, the route matters just as much as the destination.

Borders Region.
Fife Coast.
Fort William.
Isle of Skye.
Highland roads.
Small towns.
Scenic stops along the way.

Itโ€™s not just about picking places on a map.

Itโ€™s about connecting them in a way that actually works.

Less rushing.
Better flow.
More of the moments you actually came for.

Thatโ€™s the Waypoint Wild approach.

Photos from Waypoint Wild 's post 06/07/2026

The trip Iโ€™d take next ๐Ÿ‘€

Northern Italy + Slovenia ๐Ÿ‡ฎ๐Ÿ‡น ๐Ÿ‡ธ๐Ÿ‡ฎ

This is exactly the kind of Europe trip I love.

Start with the Dolomites, Lake Garda, Verona and those unreal northern Italy road trip views.

Then keep going into Slovenia.

A lot of people donโ€™t realize Slovenia actually borders Italy, which makes it an easy add-on to a Northern Italy itinerary.

Instead of flying somewhere new, you can turn one trip into an easy two-country road trip with alpine lakes, mountain towns, castles, caves, national parks and one of Europeโ€™s most underrated capitals.

Most people stop at Italy.

Iโ€™d add Slovenia.

You get incredible food, mountain scenery, unreal drives, fewer obvious stops and a trip that feels a little more adventurous than the usual Europe itinerary.

Would you do Northern Italy + Slovenia? ๐Ÿ‘‡

Photos from Waypoint Wild 's post 03/07/2026

A travel advisor does a lot more than book flights and hotels.

The real value often shows up when plans change.

Flight delays happen.
Cancellations happen.
Missed connections happen.
Car rental hiccups happen.
Hotels make mistakes.

Even the best-planned trips can hit a few bumps.

My job isnโ€™t just to help you choose where to go.

Itโ€™s to help create a more frictionless travel experience from the first idea to the moment you get home.

Less stress.
Fewer unknowns.
Better options.
Someone in your corner when travel gets messy.

Because travel should feel exciting.

Not overwhelming.

Photos from Waypoint Wild 's post 01/07/2026

Waypoint of the Week ๐Ÿ‡ฌ๐Ÿ‡ช

Georgia might be one of the most underrated adventure destinations in the world.

You get huge mountain scenery, ancient wine regions, historic towns, incredible food, and road trip routes that feel completely different from the usual Europe itinerary.

Think Caucasus Mountains, Tbilisi, Kazbegi, Svaneti, Kakheti wine country, and views that make you wonder why more people arenโ€™t talking about this place.

This is the kind of trip for someone who wants Europe, but not the same Europe everyone else is doing.

Mountains, wine, culture and a little hidden-gem energy.

Would you go to Georgia? ๐Ÿ‘‡

Photos from Waypoint Wild 's post 29/06/2026

Flights Iโ€™m watching this week ๐Ÿ‘€โœˆ๏ธ

Some solid Winnipeg deals are popping up for summer and fall.

A few that caught my eye:

๐Ÿ‡บ๐Ÿ‡ธ Portland from $418
๐Ÿ‡ฎ๐Ÿ‡ช Dublin from $728
๐Ÿ‡จ๐Ÿ‡ฆ Halifax from $300
๐Ÿ‡ฎ๐Ÿ‡ธ Iceland from $520
๐Ÿ‡ฉ๐Ÿ‡ฐ Copenhagen from $870
๐Ÿ‡ต๐Ÿ‡น Lisbon from $745
๐Ÿ‡ช๐Ÿ‡ธ Madrid from $956
๐Ÿ‡ฎ๐Ÿ‡น Rome from $922
๐Ÿ‡ฌ๐Ÿ‡ท Athens from $985

The destination gets the attention.

But the real adventure usually starts once you leave the city behind.

Think coastal road trips, mountain towns, small villages, hikes, local food, and the places that donโ€™t always make the first page of the guidebook.

Which one would you book? ๐Ÿ‘‡

Photos from Waypoint Wild 's post 26/06/2026

Golf trips worth flying for โ›ณโœˆ๏ธ

A great golf trip is more than just the courses.

Itโ€™s the road trips between rounds, the coastal views, the mountain backdrops, the small towns, the pubs, the breweries, and the memories made after the scorecards are put away.

From Cabot in Cape Breton to the links courses of Scotland and Ireland, these are the kinds of trips that turn into annual traditions.

So hereโ€™s the question...

Your flight leaves tomorrow.

Where are you golfing? ๐Ÿ‘‡

๐Ÿ‡จ๐Ÿ‡ฆ Cabot Cape Breton
๐Ÿ‡บ๐Ÿ‡ธ Northern Michigan
๐Ÿ‡จ๐Ÿ‡ฆ Banff & Canmore
๐Ÿด๓ ง๓ ข๓ ณ๓ ฃ๓ ด๓ ฟ Scotland
๐Ÿ‡ฎ๐Ÿ‡ช Ireland

22/06/2026

Fatherโ€™s Day weekend hit a little different this year.

My sister flew in from Barrie, Ontario to surprise our dad, and it was a pretty special reminder of what travel is really about.

Itโ€™s not always the big bucket-list trip.

Sometimes itโ€™s a flight home. A weekend with family. A surprise visit. A memory youโ€™ll talk about for years.
Happy Fatherโ€™s Day to all the dads out there. โค๏ธ

Photos from Waypoint Wild 's post 18/06/2026

You suddenly get a free week off work.

No planning. No excuses.

Which adventure are you choosing? ๐Ÿ‘€

๐Ÿ‡ฎ๐Ÿ‡ธ Iceland for epic road trips and waterfalls
๐Ÿ‡จ๐Ÿ‡ท Costa Rica for wildlife and tropical beaches
๐Ÿ‡ต๐Ÿ‡น Portugal for sunshine, food, and coastal towns
๐Ÿ‡ต๐Ÿ‡ช Peru for mountains and adventure

I'm taking Costa Rica right now... but Peru is a very close second. ๐Ÿ”

What's your pick? ๐Ÿ‘‡

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