Sand Key Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Sand Key

Price found within the past 48 hours. Click for updated prices.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was CA $1,626, price is now CA $925 per person
CA $925
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Love the convenience to airport, UTC, IMG and beaches.!! Always feel safe… stay here often but many management and staff changes since last summer. Not as warm and fuzzy as before. Not nearly as clean, and sneaky charges for parking that weren’t discussed prior. A non smoking boutique hotel always has smokers , and parking has gotten bad to where you now have to park on a busy street. I’ll continue to stay here because I do appreciate the location, however it’s not the same as before if you’ve stayed before and are thinking of visiting again.

Reviewed on Feb 7, 2026

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,805, price is now CA $954 per person
CA $954
per person
Mar 25 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
2/10 (4 reviews)
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,657, price is now CA $955 per person
CA $955
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,193 reviews)
Great place to stay! Friendly staff. Spacious suites. Pet friendly. Heated pool.

Reviewed on Jan 31, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $3,218, price is now CA $2,010 per person
CA $2,010
per person
Apr 17 - Apr 24
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Great overall. The housekeeping is always behind but you just have to call multiple times.

Reviewed on Feb 4, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $2,465, price is now CA $1,550 per person
CA $1,550
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,131 reviews)
Great staff. Clean. Dinner not special bit good

Reviewed on Feb 7, 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
Downtown St. Petersburg featuring outdoor art

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 $382 per night from Feb 8 to Feb 9
CA $382
CA $470 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
This hotel is a hidden Gem,

Reviewed on Jan 26, 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 $409 per night from Feb 8 to Feb 9
CA $409
CA $516 total
Feb 8 - Feb 9
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Nice staff, great pool

Reviewed on Feb 6, 2026

Clearwater Beach Marriott Resort on Sand Key
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Feb 8 to Feb 9
CA $196
CA $306 total
Feb 8 - Feb 9
includes taxes & fees
8.2/10 Very Good! (1,621 reviews)
Clean rooms courteous staff

Reviewed on Feb 4, 2026

RumFish Beach at TradeWinds
See all 14,286 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 $925. 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 showing general coastal views and a sandy beach

Sand Key Park

4.5/5(36 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 clear-water beaches in this family-friendly area, or check out its top-notch restaurants.

Sand Key Park
Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

John's Pass Village & Boardwalk

4.5/5(136 reviews)

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

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

Clearwater Beach

4.5/5(5 reviews)

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

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

CA $52
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
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
Sea Screamer Clearwater's Only Speed Boat Dolphin Watching

Sea Screamer Clearwater's Only Speed Boat Dolphin Watching

CA $51
per adult
100% of travellers recommend
Sea Screamer Clearwater's Only Speed Boat Dolphin Watching
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.