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Trip Inspiration

Get inspired for your next ski vacation with our sample itineraries, tailored for every type of adventurer.

Overlook of a ski resort at night.

4 DAYS SKIING IN JACKSON HOLE

Jackson Hole Resort Airport.

Day 1: Arrival and Settle In

Arrive at Jackson Hole Airport. Depending on your time of arrival, grab some breakfast in town at a local favorite like Persephone Bakery or The Bunnery. Spend the afternoon getting your ski gear organized. You can rent equipment from a local shop if you haven't brought your own. Your Ski.com agent can help you book your equipment rentals for pick up at a local shop or arrange for delivery. Chat with your agent the night before arrival to secure the deal.

Enjoy a relaxed dinner at Teton Thai or Il Villaggio Osteria in Teton Village, followed by an early night to be well-rested for your first day on the slopes.

Skiers overlooking Jackson Hole Ski Resort.

Day 2: First Day on the Slopes

Start early to make the most of your Ikon Day Pass. Catch the first lift and enjoy the fresh corduroy. Jackson Hole Mountain Resort is known for its challenging terrain, so warm up on some easier runs before tackling more difficult slopes.

After lunch at the Rendezvous Lodge, try some of the iconic runs like Corbet's Couloir if you’re an experienced skier, or explore the Bridger Gondola area for more scenic and intermediate trails. Head back to the village and unwind with some après-ski activities. Have dinner at the Mangy Moose, which is a staple for both food and atmosphere. Be sure and check out their lineup for live music.

Jackson Hole Tram.

Day 3: Continue Exploring the Mountain

Explore more remote areas of the ski resort, such as the backcountry terrain accessible via the Tram. The Hobacks offer some of the best powder skiing in the resort. Take a break at the Casper Restaurant for a hearty lunch with a view. Spend the rest of the day enjoying runs you missed the previous day or revisiting favorites. Head to King Sushi to fuel up after an epic day. Splurge on some of their delicious roles that are worth a try.

Teton Village.

Day 4: Last Day and Departure

Enjoy a few last runs in the morning. It’s a good chance to take photos or enjoy a leisurely ski if you’ve been pushing hard the previous days.

Check out of your hotel and do some last-minute shopping in Teton Village or the town of Jackson. Grab a late lunch or early dinner in town—Snake River Grill and Bin22 are excellent choices. Depart from Jackson Hole Airport or extend your stay to explore more of what Wyoming has to offer, like a visit to nearby Grand Teton National Park if time permits.

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Classic Niseko Ski Vacation Itinerary

Tokyo overlook.

Day 1-2: Tokyo

Arrival in Tokyo: Begin your ski adventure in Japan with a huge dose of culture in Tokyo. Check in to your hotel and explore the city’s iconic neighborhoods. Dive into the electric energy of Shinjuku, admire the fashion in Harajuku, and explore the intriguing neighborhood of Asakusa.

Enjoy Tokyo’s dynamic mix of ultra-modern and traditional aspects. Sample some of Tokyo’s famous cuisine, like sushi at Tsukiji Market, and enjoy a night out in the thriving districts of Shibuya or Roppongi.

Don’t worry about lugging around your skis either. Your Ski.com agent will make sure your skis are shipped directly to your hotel in Niseko.

Aerial view of a bustling metropolitan cityscape with deciduous trees and snow-capped mountain ranges in the background in Sapporo, Hokkaido, Japan.

Day 3: Tokyo → Sapporo → Niseko

Morning Travel: Catch a flight from Tokyo to Sapporo, the capital of Hokkaido. This northern city is known for its beer, ramen, and the annual Sapporo Snow Festival. It’s also the pearly gates that lead you straight to Ja-POW. Transfer to Niseko: From Sapporo, travel to Niseko, one of Japan's most famous ski resorts known for its incredible powder snow. Take in Hokkaido’s incredible scenic winter landscapes as you ride through the country. Spend the smooth train ride day dreaming about bottomless pow turns.

A skierexpertly navigates a snowy slope in bright, sunny conditions.

Day 4-8: Niseko

Skiing or Snowboarding: With several days in Niseko, take full advantage of the slopes. With so much to explore, there is a wide range of trails, on and off-piste, for all levels. Niseko is renowned for its consistent snowfall, offering some of the best powder skiing in the world. When not shredding deep powder, rest in one of Niseko’s many onsens (hot springs), drink Japanese whiskey and kick back with the locals while eating ramen. Hot tip: Work with a Mountain Travel Expert to schedule a guide to make the most of the neighboring ski areas. (Imagine, if the weather is bad where you are, you can chase pow and weather where it's the deepest and best.) Your guide will maximize each day for the best forecast. They can get you to Rusutsu, Moiwa and Kiroro also! Keep in mind public transportation in the area is limited so having a guide with a van gives you the best access to all the resorts in the area.

A bowl of steaming ramen accompanied by chopsticks and a cold beer, creating a delightful dining experience.

Day 9: Niseko → Sapporo → Tokyo

Morning Departure: Leave Niseko and head back to Sapporo. This is an opportunity to briefly revisit the city if time allows, perhaps grabbing a last bowl of Sapporo’s famous miso ramen. Afternoon Flight to Tokyo: Return to Tokyo by air and check back into a hotel for a brief stay, capturing any last moments of Tokyo’s nightlife or shopping.

 A nighttime scene of Kyoto featuring a beautifully lit pagoda.

Day 10-12: Kyoto

Travel to Kyoto: Board a bullet train to Kyoto, Japan’s ancient capital. This city is the heart of traditional Japan, with countless temples, shrines, gardens, and wooden houses. Explore Kyoto: Spend three days visiting major historical sites like the Fushimi Inari Shrine with its iconic thousand-red torii gates, the golden Kinkaku-ji, and the sprawling Arashiyama Bamboo Grove. Don’t miss experiencing a traditional tea ceremony or a kaiseki dinner. Take the time to walk through Gion, Kyoto’s famous geisha district, potentially spotting a geisha on her way to an engagement.

View from the airplane window on a beautiful landscape.

Day 13: Departure

Departure: Conclude your trip by traveling back to Tokyo for your flight home or depart directly from Kyoto if available.

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