A dolphin swimming near a wooden dock and a tree branch in the water.

Photo by Monica Ferro

Grassy Key Ski Vacations

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  • What to do in Grassy Key

    Marathon: Rhum Runner Aqua Park Adventure

    Marathon: Rhum Runner Aqua Park Adventure

    CA $53

    per adult

    0% of travellers recommend

    Day Sailing Adventure in the Florida Marine Sanctuary

    Day Sailing Adventure in the Florida Marine Sanctuary

    CA $169

    per adult

    100% of travellers recommend

    Marathon: Cruisin' Tikis Marathon - Private Sunset Cruise

    Marathon: Cruisin' Tikis Marathon - Sunset Cruise

    CA $155

    per adult

    0% of travellers recommend

    See all activities in Grassy Key

    Top Ski Grassy Key Hotels

    Rainbow Bend Resort

    A wooden deck with two chairs and a table, overlooking a beach with palm trees and the ocean.
    • Address: 57784 Overseas Hwy, Marathon, FL, 33050, US
    • Location: 1 km from Grassy Key
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1000 reviews)
    • Price: CA $148, CA $230 total, includes taxes & fees, Nov 15 - Nov 16, for Top Ski Grassy Key Hotels
    • Review: just what we needed for couple nights stay

    Gulf View Waterfront Resort

    A tropical resort with a swimming pool, palm trees, and a view of the ocean.
    • Address: 58743 OVERSEAS HWY, Marathon, FL, 33050, US
    • Location: 0.5 km from Grassy Key
    • Star rating: 2.5/5
    • Guest rating: 8.4/10 (Very good, 645 reviews)
    • Price: CA $126, CA $142 total, includes taxes & fees, Nov 16 - Nov 17, for Top Ski Grassy Key Hotels
    • Review: Room is simple but clean and everything is there what might be needed.

    Grassy Flats Resort & Beach Club

    A wooden deck with a bench overlooking a pool area, surrounded by palm trees and a clear blue sky.
    • Address: 58182 Overseas Hwy, Marathon, FL, 33050, US
    • Location: 0.4 km from Grassy Key
    • Star rating: 4/5
    • Guest rating: 9.4/10 (Exceptional, 506 reviews)
    • Price: CA $262, CA $364 total, includes taxes & fees, Dec 14 - Dec 15, for Top Ski Grassy Key Hotels
    • Review: We like the cleanliness of the room, comfortable beds, quite pool- dinner at the restaurant was amazing

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    See all properties in Grassy Key

    Plan the ultimate ski vacation in Grassy Key

    What are some benefits when booking ski vacations in Grassy Key?

    If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

    How can I book the best ski vacation in Grassy Key?

    It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Grassy Key, and think about the time of year that's best to visit.

    How can I find cheap ski vacations?

    Cheap ski vacations are readily available in Grassy Key with some as cheap as . You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

    Can I book ski packages?

    Yes, ski packages are readily available throughout Grassy Key. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to when you book your accommodation and your flight together.

    What should I consider when booking family ski vacations?

    The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Grassy Key.

    Can I book all-inclusive ski vacations in Grassy Key?

    Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Grassy Key in advance.

    What's the best time of year to plan a ski trip?

    The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Grassy Key's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

    How can I find the best deals on ski packages in Grassy Key?

    When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

    Can I book a ski vacation that's fully refundable?

    Being fully refundable is a feature you'll find on several accommodation packages in Grassy Key. You can even search for it explicitly using a filter for full refundability.

    Why should I book a ski vacation package with Expedia?

    When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to . With Expedia Rewards, you can earn points towards your next booking.

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