Sand Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Sand Key

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,440, price is now CA $826 per person
CA $826
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
I had a wonderful stay! The room was clean, and exactly what I needed. I have issues sleeping and the mattress was a bit to soft for me. Outside of that, the location was quite and close to all the fun I had. I would stay again.

Reviewed on Jul 12, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,726, price is now CA $1,807 per person
CA $1,807
per person
Sep 26 - Oct 3
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)
Cute place with well thought out amenities . Really did not need to bring anything but clothing. Staff was super kind and helpful we will be visiting again

Reviewed on Jul 15, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,813, price is now CA $1,204 per person
CA $1,204
per person
Sep 17 - Sep 22
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,057 reviews)
Fantastic apartments right on the beach and close to nearby restaurants.

Reviewed on Jul 15, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $1,737, price is now CA $1,168 per person
CA $1,168
per person
Sep 17 - Sep 22
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,890, price is now CA $1,288 per person
CA $1,288
per person
Sep 17 - Sep 22
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (564 reviews)
Awesome! Highly recommend

Reviewed on Jul 15, 2026

Where to stay in Sand Key

Find the best Sand Key areas and neighborhoods for the activities you enjoy most. Learn more about Sand Key
A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Sand Key Hotel Deals

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
1160 Gulf Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from Jul 28 to Jul 29
CA $341
CA $425 total
Jul 28 - Jul 29
includes taxes & fees
Clearwater Beach Sheraton Resort on Sand Key
Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key

4 out of 5
1201 Gulf Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $298 per night from Aug 2 to Aug 3
CA $298
CA $393 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Pool and outside restaurant/inside restaurant"

Reviewed on Jul 15, 2026

Clearwater Beach Marriott Resort on Sand Key
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $343 per night from Aug 2 to Aug 3
CA $343
CA $443 total
Aug 2 - Aug 3
includes taxes & fees
Wyndham Grand Clearwater Beach
See all 14,636 properties in Sand Key
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sand Key vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Sand Key from just CA $826. And the more you bundle, the more money you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Sand Key?
Book everything all in one place with our Sand Key vacation packages. You'll find deals on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 properties around the world to select from, you'll have endless opportunities to mix and match your own way.
Where should I stay in Sand Key?
Most people who travel to Sand Key include both Clearwater Marine Aquarium and Sand Key Park on their itineraries. Why not select a hotel right near these main attractions?
What are the top hotels in Sand Key?
Get your escape off to an excellent start by staying at Luxury 3bedroom - Perfect Family Vacation Spot Steps To Pool. It's one of most sought-after properties in Sand Key. Another top option is Beautiful Oceanfront Penthouse.
How far in advance should I book my Sand Key vacation?
Reserving your seat early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount prices to Sand Key occasionally appear just a few weeks before departure.
What does an Expedia Sand Key travel package include?
Flights, hotels and rental cars, or any combination of the three — you decide! Whether you're exploring Sand Key with the entire family or enjoying a solo break, there's a package to suit every budget and style. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Sand Key travel package?
When you book your hotels, flights and car rentals together, you'll enjoy awesome discounts. Whether you're planning a beach break in a villa or prefer to stay in a ritzy city hotel, Expedia will help make it happen.
Can I choose my airline with a Sand Key Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Simply pick the carrier that suits you and create your ideal Sand Key getaway.
If I'm not able to travel, can I cancel my Sand Key vacation package?
We totally get it — unexpected stuff happens. If you've booked a Sand Key vacation package and have to cancel or change it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to change your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

Stay near popular Sand Key attractions

Sand Key Park

9.0/10 (4,236 reviews)
If a restful vacation is part of your travel plans, Sand Key Park might be the perfect place to seek out during your trip to Clearwater Beach. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.
See properties

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $53
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $55
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $40
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.