South Tampa Ski Vacations

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Flight and Ski hotel deals in South Tampa

Price found within the past 48 hours. Click for updated prices.
CW Resort

CW Resort

CA $623
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (132 reviews)
Everything was perfect

Reviewed on Sep 20, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
CA $690
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Won’t Be Staying Here Again! Very disappointing experience. We were told over the phone around 1 PM that our room was available for early check-in and that we could go to the hotel. The man I spoke with was not particularly helpful and initially told me that the only way to find out was to come to the hotel. I specifically explained that I didn’t want to drive there just to find out that we had to wait and asked if he could simply check whether a room was available. He then told me that our room was available and that we could come. We left the beach specifically to go to the hotel (4 adults, a kid, and a dog), only to arrive around 2:15 PM and be told the room wasn’t ready yet but would be soon. No one followed up with us, and we ended up waiting for almost **2 hours** until I had to go back to the front desk at 4 PM (our official check-in time) to ask about the room. Also, we had an extra car and were told parking was completely full, forcing us to park elsewhere and pay a significant amount. However, we noticed many empty spaces throughout the night (up to 1 am), which made it feel like the front desk simply didn’t want to help. On top of that, the $80/day pet fee seemed very unreasonable. The property itself was nice, but the poor communication, parking situation, and extra fees made the stay frustrating. **We would not stay here again.**

Reviewed on Sep 20, 2026

Landing Tampa Westshore

Landing Tampa Westshore

Port Tampa City
Save 100% on your flight
CA $1,625
per person
Nov 26 - Dec 1
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (197 reviews)
All was wonderful. We had a problem with the concrete curbs. The curb grabbed our bumper and pulled the front end of our bumper off when we had to back out. It has cost us several thousand dollars for the repairs. Otherwise it was a beautiful facility.

Reviewed on Sep 21, 2026

Saddlebrook Resort

Saddlebrook Resort

Wesley Chapel South
Save 100% on your flight
CA $849
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8/10 Very good! (158 reviews)
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

Downtown St. Petersburg
CA $726
per person
Nov 26 - Dec 1
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.8/10 Good! (1,167 reviews)
Don't see what you're looking for?
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5* Ski holidays in South Tampa

Price found within the past 48 hours. Click for updated prices.
The Adaline

The Adaline

Hyde Park
CA $1,573
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.6/10 Exceptional! (74 reviews)
The Gemma by Brightwild

The Gemma by Brightwild

Save 100% on your flight
CA $4,730
per person
Oct 25 - Nov 1
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.8/10 Exceptional! (6 reviews)
The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

Central Sarasota
CA $2,427
per person
Dec 5 - Dec 10
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,018 reviews)
We love the hospitality and everyone was so kind. It has been an extraordinary experience with all the staff at The Ritz Charlton. Thank You!!!

Reviewed on Sep 20, 2026

Don't see what you're looking for?
See all available trips from Columbus to South Tampa
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3 Night Ski holidays in South Tampa

Price found within the past 48 hours. Click for updated prices.
CW Resort

CW Resort

CA $623
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (132 reviews)
Everything was perfect

Reviewed on Sep 20, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
CA $690
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Won’t Be Staying Here Again! Very disappointing experience. We were told over the phone around 1 PM that our room was available for early check-in and that we could go to the hotel. The man I spoke with was not particularly helpful and initially told me that the only way to find out was to come to the hotel. I specifically explained that I didn’t want to drive there just to find out that we had to wait and asked if he could simply check whether a room was available. He then told me that our room was available and that we could come. We left the beach specifically to go to the hotel (4 adults, a kid, and a dog), only to arrive around 2:15 PM and be told the room wasn’t ready yet but would be soon. No one followed up with us, and we ended up waiting for almost **2 hours** until I had to go back to the front desk at 4 PM (our official check-in time) to ask about the room. Also, we had an extra car and were told parking was completely full, forcing us to park elsewhere and pay a significant amount. However, we noticed many empty spaces throughout the night (up to 1 am), which made it feel like the front desk simply didn’t want to help. On top of that, the $80/day pet fee seemed very unreasonable. The property itself was nice, but the poor communication, parking situation, and extra fees made the stay frustrating. **We would not stay here again.**

Reviewed on Sep 20, 2026

The Hotel Zamora

The Hotel Zamora

CA $624
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
Don't see what you're looking for?
See all available trips from Columbus to South Tampa
View all trips

4 Night Ski holidays in South Tampa

Price found within the past 48 hours. Click for updated prices.
CW Resort

CW Resort

Save 100% on your flight
CA $851
per person
Nov 23 - Nov 27
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (132 reviews)
Everything was perfect

Reviewed on Sep 20, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
CA $1,746
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
A place to relax and enjoy the beach.

Reviewed on Sep 20, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

Save 100% on your flight
CA $1,733
per person
Nov 23 - Nov 27
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,001 reviews)
Don't see what you're looking for?
See all available trips from Columbus to South Tampa
View all trips

Plan the ultimate ski vacation in South Tampa

What are some benefits when booking ski vacations in South Tampa?

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 South Tampa?

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 South Tampa, 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 South Tampa with some as cheap as CA $623. 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 South Tampa. 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 25 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 South Tampa.

Can I book all-inclusive ski vacations in South Tampa?

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 South Tampa 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 South Tampa'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 South Tampa?

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 South Tampa. 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 25. With Expedia Rewards, you can earn points towards your next booking.

Things to do

Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $39
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

CA $51
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
See all activities in South Tampa

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.