Sand Key Vacation Packages

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  • Better together

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

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

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Top Holiday Package Deals in Sand Key

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,378, price is now CA $962 per person
CA $962
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)
Centrally located and within walking distance of Downtown Sarasota. Room was clean and comfortable. Dinner in the lobby lounge was excellent for both the service and food. I would stay there again.

Reviewed on May 2, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was CA $2,130, price is now CA $1,400 per person
CA $1,400
per person
Jul 22 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.

Reviewed on May 8, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $1,511, price is now CA $1,050 per person
CA $1,050
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,358, price is now CA $1,645 per person
CA $1,645
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
everything was perfect the only problem was we were in third floor next to gym after 9 am we couldn't sleep because of the noise.

Reviewed on May 9, 2026

East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes

2.5 out of 5
Price was CA $1,804, price is now CA $1,270 per person
CA $1,270
per person
Jul 11 - Jul 18
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
No reviews

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
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area

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 $371 per night from Jun 3 to Jun 4
CA $371
CA $458 total
Jun 3 - Jun 4
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
Hotel and staff was terrific

Reviewed on May 9, 2026

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
The price is CA $355 per night from May 26 to May 27
CA $355
CA $456 total
May 26 - May 27
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Beds were horrendous, you could hear people from above and below. Don’t waste your time and money on this hotel

Reviewed on May 10, 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 $470 per night from May 25 to May 26
CA $470
CA $586 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (3,230 reviews)
They lost the laundry we sent down. It took two days to get back a pair of pants and was charged 25.00. A lot of staff cleaning rooms dominately spoke Spanish. Unsure if they understood our requests at times Room service menu needs more items to offer

Reviewed on May 10, 2026

Wyndham Grand Clearwater Beach
See all 14,645 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 $962. 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.

Discover the most popular places to visit in Sand Key

Sand Key Park

Sand Key Park

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 clear-water beaches in this family-friendly area, or check out its top-notch restaurants.

Sand Key Park
Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
White sand and palm trees in Clearwater beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach

Things to do

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
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
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
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.