Best Helicopter Dining & Drinks Flights — Our Top 3

1.Toronto Aerial Tour with Niagara Winery Tasting Tour with iflyTOTO

★★★★★★★★★★4.0 · 71 reviews · 5 hours (approx.) · from $232Our pick

Start at 9:30 am with a fixed-wing flight over Toronto toward Niagara, passing the CN Tower and possibly seeing Niagara Falls depending on your package. Then ride by shared luxury vehicle to one winery for a tasting before returning to Toronto. Pilots and drivers may include Moe, Len, Denis, or Alexander.

“It was one of a kind, started with the semi private flight, which is better than the fully private experience (as the plane for that is much smaller), amazing wine tasting experience. It was so good that we wouldn’t have minded spending another hour or two longer there! Included luxury car pickup and drop to the airport.”

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2.Santorini 360: Helicopter Ride, Must-See Sights & Wine Tasting

★★★★★★★★★★5.0 · 11 reviews · 5 hours (approx.) · from $1,023Top rated

Spend about five hours touring Santorini by private vehicle, tasting local wine at Estate Argyros, flying over the island for 20 minutes, and walking through Megalochori and Pyrgos. English-speaking guides, pickup, insurance, and all fees are included. The helicopter flight is shared.

“We kicked things off with a wine tasting at a gorgeous winery – super relaxed, great wine, and stunning views. Then came the helicopter ride… wow! Seeing Santorini from above was unreal – the colors, the cliffs, everything just looked magical. The whole tour was super smooth and well-organized. The team was really professional but also friendly and fun. Honestly, it was one of the best things we did on the island. Totally recommend it if you're looking for something special!”

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3.Backcountry Beer Tasting Heli-Tour & Landing (Depart SKY Hangar)

★★★★★★★★★★5.0 · 9 reviews · 1 hour (approx.) · from $385

Take a one-hour helicopter flight from Pitt Meadows into Vancouver’s remote Coast Mountains. Your pilot may be Roger, Kyle, Evert, or another SKY guide. Land at a changing backcountry site, enjoy a craft beer flight, and return to the hangar.

“This is my second time flying with Sky the experience was again breathtaking”

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