Sand Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Abbey

  • 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.
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was CA $1,530, price is now CA $994 per person
CA $994
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)
Super clean, very helpful. Room was amazing and large. Onsite cafe had a very good brunch right on the intercoastal side. Well worth it. Short walk to beach (2-blocks) and restaurants.

Reviewed on Nov 9, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,845, price is now CA $1,617 per person
CA $1,617
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)

The Knickerbocker by Delphius

The Knickerbocker by Delphius

3 out of 5
Hyde Park
Price was CA $4,216, price is now CA $2,721 per person
CA $2,721
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
No reviews

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was CA $1,826, price is now CA $1,211 per person
CA $1,211
per person
Jan 27 - Jan 31
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Price was CA $2,546, price is now CA $1,740 per person
CA $1,740
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.6/10 Excellent! (958 reviews)
Parking is $52 per night. Ugh. No bellman service. Awkward entry points with steps.

Reviewed on Nov 6, 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 modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

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
The price is CA $347 per night from Nov 28 to Nov 29
CA $347
CA $432 total
Nov 28 - Nov 29
includes taxes & fees
Clearwater Beach Sheraton Resort on Sand Key
Clearwater Beach Marriott Resort & Suites on Sand Key

Clearwater Beach Marriott Resort & Suites on Sand Key

4 out of 5
1201 Gulf Blvd Clearwater Beach FL
The price is CA $327 per night from Nov 29 to Nov 30
CA $327
CA $425 total
Nov 29 - Nov 30
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Great hotel and amenities. We had a great vacation. The staff was terriffic too!"

Reviewed on Nov 9, 2026

Clearwater Beach Marriott Resort & Suites on Sand Key
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $323 per night from Nov 16 to Nov 17
CA $323
CA $420 total
Nov 16 - Nov 17
includes taxes & fees
Wyndham Grand Clearwater Beach
See all 14,559 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 $994. 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

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $52
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $40
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $45
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
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.