Road Trips near Halifax

Nova Scotia’s rugged coastline and charming maritime culture make it a dream for day-trippers. Just a stone’s throw from Halifax, you’ll discover endless natural beauty. Sip your way through the Annapolis Valley’s wineries or wander the historic streets of Lunenburg, a UNESCO World Heritage site with a rich seafaring past. Whether you're up for an adventure, looking to unwind, or eager to soak in some culture, Nova Scotia’s one-day road trips are guaranteed to win you over.

How does it work?

Our itineraries include a 'Before You Go' package and four surprise stops. Each stop is packed with a new destination, specific recommendations, maps, travel tips and fun facts.

See our road trips below, or check out our quiz and trip map to help find your perfect adventure.

  • Road Trip Gift Card

    Road Trip Gift Card

    $74.00 CAD
    Give the gift of a one-day surprise road trip with Guess Where Trips®! Valued at $74, this voucher covers the full cost of any of our mailed road trips, including tax and standard shipping. The recipient can choose any surprise road trip that suits them, and it will be shipped right to their door. These gift cards never expire.
  • BEST SELLING GIFT
    Maritime boats and boathouses.

    Coastal Crawl

    $65 CAD
    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.
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Halifax Area
  • BEST DONE SPRING-FALL
    Valley Views

    Valley Views

    $65 CAD
    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.
    • Dog-Friendly
    • Kid-Friendly
    Can depart from: Halifax Area