Best Helicopter Dining & Drinks Flights — Our Top 9

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.”

Check availability →Read our full review

2.3 Hour Helicopter Wine Tasting Tour in Hunter Valley

★★★★★★★★★★5.0 · 12 reviews · from $225Best value

Take a private helicopter from Cessnock Airport over Hunter Valley’s vineyards and Hunter Valley Gardens, stopping at two wineries for about an hour of tasting at each. Pilot Grayson is often assigned and can add a personal touch, including requested flyovers when practical.

“Great experience, VIP service if you get Grayson as a pilot you'd be verry lucky,so experienced friendly and informative..10 out of 10.highly recommend”

Check availability →Read our full review

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

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

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!”

Check availability →Read our full review

4.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”

Check availability →Read our full review

5.Queenstown: Helicopter & Wine Tasting Tour

★★★★★★★★★★5.0 · 6 reviews · 7 hours · from $523

Meet your helicopter partner in Queenstown for a scenic flight, a mountaintop glass of sparkling wine, and a landing in Gibbston. Then join an English-speaking wine guide for four cellar doors, 18+ tastings, an underground wine cave, and optional lunch at Kinross.

“This was a phenomenal experience from the helicopter ride with a brilliant pilot, Richard to an amazing selection of wineries and lovely lunch at Kinross. Liisa and Katie were fabulous hosts and kept the momentum going throughout the tour. The best part was Bailey the wine advisor and presenter at Kinross. This is a must do to get the best of Queenstown wine scene in a day. Highly recommend the experience and the team behind this thoughtfully curated activity.”

Check availability →Read our full review

6.Cape of Good Hope Helicopter Private Tour with Stellenbosch Wine Tasting & Lunch

★★★★★★★★★★5.0 · 5 reviews · from $1,489

Spend about 10 hours on a private Cape Town day out with hotel pickup, a Cape Peninsula helicopter flight, three wine stops, lunch at Delaire Graff, and private vehicle service. Guide Albert has earned warm praise for thoughtful service and South African storytelling.

“This was a special treat for my wife.The helicopter trip was excellent. Our driver Albert was very pleasant and the wine tastings and lunch at Dellair Draaf were also top quality. It is an expensive day but worth it as a special occassion treat.”

Check availability →Read our full review

7.Queenstown: Helicopter Flight and Gin Tasting Tour

★★★★★★★★★★5.0 · 3 reviews · from $450

Join Altitude Tours for a six-hour small-group outing from Queenstown. Take a 15-minute helicopter flight to a mountaintop gin tasting, then ride through Cardrona Valley, Arrowtown, and Arthurs Point for three tastings, shared food, and a Cardrona Distillery tour.

Check availability →Read our full review

8.Cape Peninsula Helicopter Private Tour with Stellenbosch Wine Tasting & Lunch

★★★★★★★★★★5.0 · 3 reviews · from $798

You’ll fly privately from the V&A Waterfront along Table Mountain, the Twelve Apostles, and Cape beaches, then visit DeMorgenzon, Delaire Graff, and Lanzerac. Guides such as Ray and Shafiek are praised for attentive service. The day includes tastings, lunch, and hotel transport.

“I had such a great time with Ray touring me around the wineries ant stellenbosch and the helicopter tour around cape point was amazing.”

Check availability →Read our full review

9.Vancouver: Helicopter Tour with Backcountry Beer Tasting

★★★★★★★★★★5.0 · 3 reviews

Join SKY Helicopters for a 60-minute Coast Mountains adventure with a 30-minute narrated flight and a remote backcountry landing. You’ll see old-growth forests, alpine lakes, and snow-capped peaks before tasting four West Coast craft beers. Pilot Stephanie has earned special praise for her care and effort.

“Company and pilot Stephanie worked hard to give us a great wilderness experience”

Check availability →Read our full review