British Columbia, Canada

Why We Chose It

The core of this 13-day trip was a wine-focused visit with our daughter and son-in-law to the Okanagan Valley in British Columbia, one of Canada’s fastest-growing wine regions. The valley has gained increasing attention among wine enthusiasts for its sunny climate, long summer days, and vineyards overlooking Okanagan Lake, often earning comparisons to “Canada’s Napa Valley.”

Because many U.S. flights connect through Vancouver, we decided to build in several days there as a pre-trip. Vancouver has a reputation as one of North America’s most livable cities—multicultural, scenic, and surrounded by mountains and water—with plenty to see and do.

From Vancouver we took a short flight to Kelowna International Airport, rented a car, and headed into the Okanagan Valley, where vineyards, orchards, and lakes dominate the landscape.

The Itinerary

We structured the trip to include three contrasting types of destinations: big city, small city, and small town. With the flexibility that retirement provides, we prefer to spend several nights in each place rather than rushing, which allows for a more relaxed pace.

  • Vancouver (5 nights)
    A vibrant coastal city surrounded by mountains and water. Our time here focused on exploring the city by bicycle, ferry, Uber, and on foot, taking advantage of Vancouver’s excellent waterfront paths and walkable neighborhoods.

  • Kelowna (4 nights)
    We stayed in West Kelowna, which provided easy access to both downtown Kelowna and many of the wineries on the north end of Okanagan Lake. Kelowna is the largest city in the Okanagan Valley and serves as the region’s hub for wine tourism, outdoor recreation, and lakefront activities.

  • Penticton (4 nights)
    Located between Okanagan Lake and Skaha Lake, Penticton offers sweeping lake views, rolling vineyard-covered hills, and easy access to wineries on the southern end of the Okanagan Valley. The town has a relaxed, small-community feel and is well known for its wineries, beaches, and outdoor recreation.

Vancouver (5 nights)

Why We Chose It

Because many flights from the United States connect through Vancouver, it was an easy opportunity to add a few days before continuing on to the Okanagan Valley. The city has a reputation for being scenic, multicultural, and highly livable, with mountains, ocean, and vibrant neighborhoods all within easy reach.

We chose to stay in the West End, one of Vancouver’s most walkable neighborhoods. Located between Stanley Park and English Bay, it provides easy access to beaches, restaurants, and waterfront paths while still being close to downtown. Our accommodations were a Sonder Airbnb, which provided a comfortable and convenient base for exploring the city.

Memorable Activities

  • Stanley Park by Bicycle – Renting bikes and riding the Stanley Park Seawall was one of the highlights of the trip. The path circles the park with continuous views of the harbor, mountains, and coastline.

  • Gastown – Vancouver’s historic district, known for its brick buildings, boutiques, restaurants, and the famous steam clock.

  • Chinatown – Historically significant but underwhelming compared to other major Chinatowns.

  • Granville Island – Reached via the small False Creek Ferry, this lively district is home to the Granville Island Public Market, artisan shops, and waterfront views.

  • Shipyards District (North Vancouver) – A short SeaBus ferry ride from downtown leads to this redeveloped waterfront area with restaurants, markets, and harbor views.

  • English Bay – Evening walks along the water and sunsets over English Bay became a regular part of our routine.

  • Capilano Suspension Bridge Park – A beautifully maintained park with a dramatic suspension bridge spanning a forest canyon. Quite touristy but absolutely worth the visit.

Day Trip: Sea to Sky Highway

One of the most scenic drives in the region is the Sea to Sky Highway, which runs north from Vancouver toward Whistler. Our route included several stops:

  • Shannon Falls – One of British Columbia’s tallest waterfalls.

  • Sea to Sky Gondola – A gondola ride to panoramic viewpoints overlooking Howe Sound.

  • Brandywine Falls – A dramatic waterfall located between Squamish and Whistler.

  • Whistler – A famous mountain resort town known for skiing in winter and hiking, biking, and village life in summer.

Memorable Dining

Vancouver’s food scene reflects its strong Asian and coastal influences, with excellent seafood and a wide variety of international cuisine.

Brunch & Cafés

Seafood

International & Casual Dining

Comfort Food & Quick Bites

Kelowna (4 nights)

Why We Chose It

Kelowna is the largest city in the Okanagan Valley and serves as a central hub for the region’s wine industry. The area is known for its vineyards, orchards, warm summers, and sweeping lake views, making it one of Canada’s premier wine destinations.

We stayed in an Airbnb condo in West Kelowna, which offered beautiful views of Okanagan Lake while providing convenient access to downtown Kelowna as well as wineries located on both sides of the lake. The location also made it easy to reach the Lake Country wine region to the north.

Memorable Activities

  • Wine Tasting – Sampling wines throughout the valley, which is known particularly for Pinot Gris, Chardonnay, Riesling, and increasingly strong Pinot Noir.

  • Myra Canyon Trestles Ride – Renting bikes from Myra Canyon Bicycle Rentals and riding the trestle portion of the the Kettle Valley Rail Trail, a scenic route featuring historic wooden trestle bridges and dramatic canyon views.

  • Boating on Okanagan Lake – Renting a motorboat for the afternoon to explore the long, narrow lake that runs through the heart of the valley.

Lake Country Wineries

  • Black Swift Vineyards – Modern tasting room with expansive valley views.

  • Frind Estate Winery – One of the few wineries in North America located directly on a lakefront vineyard.

  • Mount Boucherie Estate Winery - Striking modern winery with a glass-walled tasting room overlooking Okanagan Lake, known for estate wines and the highly regarded Modest Butcher restaurant.

  • Crown & Thieves – Playful, theatrical winery known for its castle-like architecture and creative branding.

  • Mission Hill Family Estate – One of the region’s most iconic wineries, featuring dramatic architecture, a beautiful tasting room and gift shop, and spectacular views over Okanagan Lake.

  • CedarCreek Estate Winery – Long-established Okanagan winery known for its elegant hilltop tasting room, strong Pinot Noir and Chardonnay program, and the highly regarded Home Block Restaurant overlooking the vineyards.

  • Summerhill Pyramid Winery – Notable for its patio restaurant overlooking Okanagan Lake, certified organic wines, distinctive pyramid cellar, and several excellent higher-end reds.

Memorable Dining

  • Salt & Brick – Stylish Kelowna wine bar known for its ever-changing small plates menu, strong wine list, and lively atmosphere.

  • Modest Butcher at Mount Boucherie Estate Winery – Refined seasonal cuisine paired with estate wines and panoramic views over Okanagan Lake.

    Home Block at CedarCreek Estate Winery – One of the region’s standout winery restaurants, featuring locally sourced ingredients, beautifully presented dishes, and sweeping vineyard views.

Penticton (4 nights)

Why We Chose It

Penticton sits between Okanagan Lake and Skaha Lake and has a relaxed small-town feel compared with Kelowna. The compact downtown, lakefront setting, and proximity to excellent wineries made it an appealing base for the southern part of the valley.

We stayed in a spacious, rustic Airbnb on the waterfront with a peaceful private dock. The setting was quiet and scenic, and it provided easy access to wineries throughout the southern Okanagan Valley, including areas around Oliver, Osoyoos, and the Similkameen Valley.

Memorable Activities

  • Wine tasting throughout the southern Okanagan and Similkameen wine regions.

  • Relaxing on the dock at our Airbnb and enjoying the lake views.

  • Kettle Valley Rail Trail. Cycling the bucolic orchards and vineyards portion of the the Kettle Valley Rail Trail.

Wineries

  • Hillside Cellars - Known for its excellent restaurant overlooking Okanagan Lake, relaxed patio atmosphere, and well-regarded wines—particularly Pinot Gris and other aromatic whites.

  • Le Vieux Pin – Highly respected Similkameen Valley winery specializing in Rhône-style wines, particularly Syrah and Bordeaux-style blends.

    Vanessa Vineyard – Estate winery in the Similkameen Valley known for structured, age-worthy reds grown on steep, rocky vineyard slopes.

    Clos du Soleil – Boutique Similkameen Valley winery producing Bordeaux-style blends and balanced, terroir-driven wines.

  • CheckMate Artisanal Winery – Known for premium Chardonnay and modern architecture with sweeping vineyard views.

  • Van Westen Vineyards – Small, family-run winery producing bold reds.

  • Little Engine Wines – Boutique producer with a strong reputation for high-quality reds.

  • Lock & Worth – Elegant small winery focusing on refined, balanced wines.

Memorable Dining

  • Row 13 – Casual, locally focused restaurant in Oliver known for seasonal dishes made with ingredients from nearby farms and vineyards.

  • Elma – Stylish Penticton restaurant serving Eastern Mediterranean–inspired cuisine, with creative small plates and a strong cocktail program.

  • Naramata Inn – Historic inn on the Naramata Bench offering refined farm-to-table cuisine with an emphasis on local produce, regional wines, and vineyard views.