Blue skies overlooking a Vancouver Island pier with a blue building in the distance.
Peacock sitting on top of a wooden building.
Boardwalk trail curves across a lake with trees and greenery in the background
Woman in straw hat with shopping bag walks down a glass-covered alleyway
Seaside Sips & Strolls
Clear blue sky above rocky beach.

Seaside Sips & Strolls

5.0 (2 reviews)

From $39

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!

When to Go Weds - Sun, May - October
ends near Sidney, BC

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  • Free Shipping on Orders $100+
  • 30-Day Returns & Exchanges
  • No Booking Required

essentials for your trip

Mint Road Trip Journal

Mint Road Trip Journal

Track all your local adventures - big or small - in one place. With space...

$25
Road Trip Tote Bag

Road Trip Tote Bag

An essential tote bag for your road trip ahead. Carry everything from your surprise package...

$5

Trip Highlights

  • The cutest country market with furry friends
  • A floating boardwalk trail
  • Wander a whimsical garden
  • Waterside bites & sips
  • A photo-worthy pier
  • Multiple recommendations included on every stop

How Long Is This Trip?

Please see the approximate round-trip driving distances below. Please note this just includes driving distances and not time spent at stops.

From Victoria:

1 hour and 45 minutes / 72 km

From Langford:

1 hour and 50 minutes / 86 km

From Sooke:

2 hours and 35 minutes / 134 km

From Duncan:

3 hours and 5 minutes / 179 km

*We recommend making this into an overnight getaway if your drive time exceeds 4 hours round-trip.

When Can I Go?

Days of the week: Wednesday - Sunday

Seasons: May - October

Not recommended: Mondays & Tuesdays, Holidays

Travel Tips

Can be done year-round; however, two options on stop #3 are seasonal and will be closed between Nov. - Apr.

Shipping & Returns

Shipping: Free shipping on orders over $100. Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.

Returns: Not the right fit? Reach out within 30 days of purchase to start a return. Products just need to be unopened, unused, and in their original packaging, return shipping is your responsibility. Digital trips, gift cards, and opened products can't be returned.

Exchanges: Want a different trip instead? Email us at questions@guesswheretrips.com within 30 days of your order, there's a small $8 reshipping fee to send your new pick out. Digital trips cannot be exchanged.

Read our full return policy →

Seaside Sips & Strolls

5.0 Physical Package

Here's How It Works

Browse by location and find a surprise trip that fits your day. Every route is road-tested by our team.

Your surprise destinations stay sealed until you're ready for them. One envelope at a time on the road, all day long.

Hidden gems, local favorites, and stories you won't find on Google. That's what's waiting for you.

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Frequently Asked Questions

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What People Love About Our Trips

Rated 4.9/5.0 stars

What an Amazing Day!

Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.

Donna S. 🇨🇦

First Time…There WILL be a second!

Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.

Mary Y. 🇨🇦

Great day away!

Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!

Megan M. 🇨🇦

Road Tested by Our Team

Our team spends 40+ hours researching, driving, and vetting every route: talking to locals, discovering hidden gems, and making sure every stop is worth your day.

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We Remember Experiences, Not Things.

Research consistently shows that spending time together creates more lasting happiness than buying more stuff. Every Guess Where Trip is thoughtfully planned to help you reconnect, explore, and create memories that last long after the day is over.