The Canadian Gift Guide

Looking to gift a Guess Where Trip this holiday season? We’ve rounded up our top road trip picks in BC, Alberta, and Nova Scotia for every type of traveler - couples, families, seniors, and more. Whether you’re shopping for a cozy getaway, a fun-filled family day, or an adventure-packed weekend, this guide will help you find the perfect match.

🎁 First Things First: Gift Cards Make the Perfect Gift

Not sure which trip they'll love most? A Guess Where Trips gift card lets them choose their own adventure - whether that’s a cozy small-town stroll, a scenic nature escape, or one of our bestselling mystery days.

The perks:

Our gift cards never expire
They can redeem it closer to the date of travel, so they have the most up-to-date information as possible
Redeemable for any road trip on our site
The easiest way to give an unforgettable day out.

Three easy ways to gift:

Our new Road Trip Gift Card comes in an easy-to-wrap box, complete with a handy booklet to help them understand how our trips work, and how to redeem their gift card.
Our Road Trip Gift Bundle includes a gift card, tote bag, and game pack - all packed up in a keepsake gift box that they can later use to store their road trip memories.
Our Digital Gift Card can be emailed directly to the recipient (just click "I want to send this as a gift" before adding it to your cart!)

Prefer to pick the road trip out yourself? Here are our top road trip picks for everyone on your list:

Gifts for Couples
Gifts for Families
Gifts for Seniors
Gifts for Winter Lovers
Gifts For Everyone
Unique Gift Add-Ons

Read our Ontario Gift Guide for Ontario-specific recommendations.

Give them a day to reconnect - no planning required.

Quirky Gems (Calgary)

Our best-selling Calgary road trip! Hit the road and visit some quintessential Alberta towns, eat at funky restaurants, support local businesses, and explore picturesque hikes and natural attractions. All without venturing too far from the city!

Must love: 🏞️ Scenic Views | 🥾 Hikes | 🏘️ Small Towns

Seasons: Spring-Fall

The Taste Trail (Vancouver)

This road trip will take you to some funky eateries, family farms, wineries, cideries, and a whole lot more. To offset the treats, we've included a few whimsical hikes to end your day.

Must love: 🍷 Wine | 🚜 Farms | 👟 Easy Trails

Seasons: Year-Round

Valley Views (Halifax)

Down in the valley where the green grass grows...you'll find charming towns, get lost in lush vineyards, take in vast views and hike scenic trails on this countryside road trip.

Must love: 🍷 Wine & Beer | 🏘️ Small Towns | 🥾 Hikes

Seasons: Spring-Fall

Keep the kids curious (and entertained) with family-friendly stops, treat shops, outdoor activities, and hands-on surprises. Perfect for families who want to try something new without straying too far from home.

Coastal Crawl (Halifax)

Get out of town and feel the ocean breeze in your hair. This trip perfectly combines iconic Nova Scotia views with small town hidden gems.

Must love: 🏖️ Beaches | 👟 Easy Trails | 📜 History

Seasons: Year-Round

Rural Adventures (Calgary)

Scenic driving routes, a ton of photo-worthy views and rural, small town vibes await you on this surprise road trip.

Must love: 🏘️ Small Towns | 🥾 Easy Hikes | 🏞️ Scenic Views

Seasons: Year-Round

West Coast Wonders (Victoria, Port Renfrew, Duncan)

From castles and waterfalls to seaside strolls and quirky local shops, this adventure captures the wild beauty and charm of Vancouver Island’s southwest coast.

Must love: 🏖️ Beaches | 👟 Easy Trails | 🐮 Animals

Seasons: Year-Round

Well-paced road trips with lots to choose from for every walk of life and activity level. Retired? Skip the weekend road trips, and enjoy beautiful locations without the crowds.

Rocky Mountain Route (Calgary)

One of the most iconic road trips in the world with a few secret surprises along the way. Incredible mountain towns, tasty local brews and food and a ton of photo-worthy views! Want to keep going towards Jasper? We included a 'want to keep going' section just in case.

Must love: 🏞️ Scenic Views | 🥾 Easy Hikes | 🐮 Animals

Seasons: Year-Round

Valleys, Vistas & Falls (Nanaimo, Duncan)

Wander through lush forests, meet rooftop goats, enjoy a riverside pint, and chase waterfalls on this Vancouver Island road trip packed with quirky charm and breathtaking West Coast views!

Must love: 💧 Waterfalls | 📸 Quirky Photo Ops | 🐮 Animals

Seasons: March-December

Seaside Sips & Strolls (Victoria, Duncan, Sooke)

Think waterside strolls, blooming gardens, farm-fresh bites, cozy tasting spots, and storybook towns. This surprise-filled Vancouver Island adventure is packed with charm, quirky detours, and nature escapes you’ll be dreaming about later!

Must love: 🐮 Animals | 👟 Waterside Strolls | 🏘️ Small Towns

Seasons: May-October

Give the gift of fresh air, scenic hikes, and unique winter wonderlands.

Secrets on the Scenic Route (Vancouver)

This trip combines iconic attractions and quite a few hidden gems before ending in one of the coolest villages in Canada. Can you guess where? Perfect for those wanting to explore this famous route in more detail.

Must love: 🏞️ Scenic Views | 💧 Waterfalls | 👟 Photo-Worthy Trails

Seasons: Year-Round

The Taste Trail (Vancouver)

This road trip will take you to some funky eateries, family farms, wineries, cideries, and a whole lot more. To offset the treats, we've included a few whimsical hikes to end your day.

Must love: 🍷 Wine | 🚜 Farms | 👟 Easy Trails

Seasons: Year-Round

Can’t decide which trip to choose? Take the road trip quiz or use our interactive road trip map to be matched with a trip OR consider these gifts for those hard-to-buy for loved ones!

Road Trip Gift Card

Includes:

A road trip voucher redeemable for one physical road trip including taxes & shipping
A handy road trip guide
Beautiful gift box with a slide out enclosure