Fleming Key Ski Vacations

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Top Ski vacation packages in Fleming Key

Price found within the past 48 hours. Click for updated prices.
  • A hotel with outdoor seating, palm trees, and a clear blue sky.
    Dec 28 - Jan 1

    The Penguin Hotel + Flight

    South Beach
    3 nights
    3.5 star property
    8.4/10 - Very good (2,060 reviews)
    "Everything was awesome"
    Reviewed November 13, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ￥450,742
    ￥363,048
    per traveler
    found 1 day ago
    The Penguin Hotel
  • A poolside area with lounge chairs and palm trees, surrounded by a hotel building.
    Dec 28 - Jan 1

    Hotel Riu Plaza Miami Beach + Flight

    Mid Beach
    3 nights
    4.0 star property
    8.2/10 - Very good (1,234 reviews)
    "Beach and pool are beautiful. If the weather is good you’ll have a good time. If it rains, there is not much to do for kids, only downfall"
    Reviewed November 14, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ￥585,761
    ￥454,285
    per traveler
    found 1 day ago
    Hotel Riu Plaza Miami Beach
  • A hotel lobby with a large chandelier, green walls, and a view of palm trees through the glass doors.
    Dec 28 - Jan 1

    Cavalier Hotel South Beach + Flight

    South Beach
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,003 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ￥468,937
    ￥367,642
    per traveler
    found 1 day ago
    Cavalier Hotel South Beach
  • A rooftop restaurant with tables and chairs, overlooking a city skyline at night.
    Dec 28 - Jan 1

    Kimpton EPIC Hotel by IHG + Flight

    Downtown Miami
    3 nights
    5.0 star property
    9.0/10 - Wonderful (2,694 reviews)
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ￥541,551
    ￥435,097
    per traveler
    found 1 day ago
    Kimpton EPIC Hotel by IHG
  • A spacious lobby with a wooden bench, a sofa, and a round coffee table. There are multiple chairs and tables arranged around the room.
    Dec 28 - Jan 1

    President Hotel + Flight

    South Beach
    3 nights
    3.5 star property
    8.4/10 - Very good (2,948 reviews)
    "I enjoyed staying at this property. I came on November 5., and I tried to check in early, but couldn't , BUT the hotel was able to hold my luggage for me, as we went to the beach! This was so nice and "convenient!" Was able to get a check in et my check in around 3PM.! It's right by the beach, there is a bodega, and Walgreens across the street. also. They also have a good breakfast, you can sit outside, and people watch! The hotel was Good, will stay again."
    Reviewed November 14, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    NRT - MIA • 1 stop MIA - NRT • 1 stop
    ￥451,349
    ￥363,334
    per traveler
    found 1 day ago
    President Hotel

Planning your Fleming Key ski vacation

What are some things I should consider when booking a Fleming Key ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Fleming Key ski packages?

Right now, ski trips start at just ￥363,048. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Fleming Key?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Fleming Key. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Fleming Key cost?

Sensational ski trips to Fleming Key start from ￥363,048. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Fleming Key?

The best time to hit the slopes in Fleming Key depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Fleming Key ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Fleming Key ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Fleming Key with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Fleming Key ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.