Where It's At Tours

Wolfville, in the heart of the Annapolis Valley, is where Jeremy Novak runs one of the province's most useful small travel companies. Where It's At Tours is a one-owner operation that has quietly become connective tissue for Annapolis Valley travel: private wine tours through wine country, the long-running Valley Ghost Walks, custom day guiding, and airport greetings for visitors flying into Halifax. An NSCC profile of Novak from 2022 described his pitch for the province in a line that doubles as the company's mission statement: Nova Scotia as "the perfect blend of being historically-charming and deliciously-trendy." His schedule, which spans harvest-season winery runs to mid-winter ice wine festival shuttles, backs it up.

Wine Country Without the Wheel

The core of the business is private, custom winery touring across the Valley's three tasting corridors — Grand Pré, Gaspereau and the Avonport–New Minas pocket — in a fleet that has grown to two minivans running separate groups. Because every tour is private, there is no fixed route: tell Novak what you like (sparkling, reds, cider, a view) and the day gets sequenced around it. The practical appeal is straightforward. Tasting rooms are spread along country roads that were never designed for a tour bus, tastings add up quickly, and the designated-driver problem that stops most groups from enjoying Good Cheer Trail stops here — the person who knows the region best is the one behind the wheel.

Tours run daily in season, with two departure windows from Wolfville (roughly 9:45 AM and 2:15 PM) and one custom-time departure a day from November to April. Pickups beyond Wolfville (Halifax, the South Shore, Digby) are offered with a fuel charge and full-day upgrade, which still makes the company one of the few Valley operators that will collect you at a downtown Halifax hotel and have you in a Gaspereau vineyard before lunch.

The Valley After Dark: Ghost Walks

The same operator keeps the region's other brand alive: Valley Ghost Walks, the lantern-lit costumed history walks that have been introducing visitors to the Valley's grimmer side for years (they have their own listing on our site — Valley Ghost Walks). A February 2021 SaltWire feature on the walks described the way they "embrace history in a hauntingly unique way," pairing local folklore with the genuine gravestones and Garrison buildings it comes from. Ghost walks are one of the few Valley activities that genuinely improve with shorter days, and they have historically run through the darker months rather than shutting down after Thanksgiving.

Ice Wine Season and Winter Runs

Winter is where a lot of Valley tourism goes quiet, and where this operator keeps moving. Travel writer Kristin Perrin, documenting a Nova Scotia IceWineFest weekend in Wolfville, described Novak as "your chariot and designated driver" for the festival's tastings — the practical shape of most winter bookings: small groups, festival weekends, airport arrivals, and tours built around winter in Nova Scotia rather than in spite of it. If your trip lands in January or February and you assumed the Valley was closed, this is the company that proves otherwise.

Why a Private Guide Earns Its Fee Here

The Valley rewards local knowledge more than most regions in the province. The wineries cluster, but not conveniently; the good lunch spots book out at harvest; the back route past the dykelands is the one the maps undersell. A private driver-guide sequences all of it without backtracking, which is why the model wins repeat customers from couples through to bachelorette parties and family reunions, and why the company has picked up recognition from the regional chamber of commerce. Book through the website or by phone at 902-692-8546, and reserve well ahead for September and October harvest weekends and IceWineFest dates, when both vans are typically committed.

Practical Information

Base
Wolfville, Nova Scotia — with pickups in Wolfville and daily departure windows from Halifax, plus airport greetings by arrangement.

Tours
Private wine tours (half- and full-day), Valley Ghost Walks, custom day itineraries, flight greetings and charter driving.

Vehicles
Two minivans (currently Honda Odysseys), running separate groups with multiple daily departure windows (May–October: ~9:45 AM and ~2:15 PM from Wolfville; Nov–April: one custom-time departure).

Booking
whereitsattours.com — online enquiry form or 902-692-8546. Reserve early for peak season (September–October) and winter festival weekends.

Season
Year-round, including ice wine festival transport and winter ghost walks.

Good To Know
Tours are private, so itineraries are built per group — wine, cider, food, history or a mix.

For a Valley trip built around tastings, the driver-guide model is the safest and most flexible way to do it — and it leaves your evening free for a ghost walk. Build the rest of your route with our Annapolis Valley self-drive guide, or see what else runs in the colder months in our Nova Scotia winter guide.