Caladesi Island State Park Vacation Packages

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Top Caladesi Island State Park Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

3 out of 5
Price was CA $1,735, price is now CA $1,244 per person
CA $1,244
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (124 reviews)
Waking up to the sound of waves and opening the curtains to a breathtaking ocean view was absolutely magical. The room was spacious, the bed incredibly comfortable, and the coastal decor felt charming without being overdone. The bathroom was spotless and the AC worked perfectly a lifesaver in the beach heat. Friendly staff and smooth check-in made everything even better. Would come back in a heartbeat! 🌊🏖️​​​​​​​​​​​​​​​​

Reviewed on Jun 24, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,736, price is now CA $1,838 per person
CA $1,838
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (557 reviews)
Hotel cerca de la playa y con muy buenas condiciones.

Reviewed on Jun 21, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,432, price is now CA $1,719 per person
CA $1,719
per person
Sep 16 - Sep 22
found 13 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Tampa (TPA)
9.2/10 Wonderful! (532 reviews)
Some of the units are on the beach and some are across the street.

Reviewed on Jun 25, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $1,823, price is now CA $1,305 per person
CA $1,305
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
No reviews
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

3 out of 5
Price was CA $4,154, price is now CA $3,019 per person
CA $3,019
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (111 reviews)
Rooms were very clean. Nearby restaurants, and convenience stores made it perfect. Rented a golf cart to go up and down to the beaches on Ana Maria awesome. Staff was very helpful with information and if we needed anything, they were there to help. Will be going back soon.

Reviewed on Jun 22, 2026

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Caladesi Island State Park Hotel Deals

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 $317 per night from Jul 9 to Jul 10
CA $317
CA $414 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (3,416 reviews)
"Outstanding resort, amazing staff, perfect location!"

Reviewed on Jun 26, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from Jul 7 to Jul 8
CA $279
CA $371 total
Jul 7 - Jul 8
includes taxes & fees
8.2/10 Very good! (2,715 reviews)
"This resort was perfect for our honeymoon. It’s beautiful. Restaurant food was delicious. Pool service was fantastic, pina coladas… were delicious."

Reviewed on Jun 26, 2026

Hilton Clearwater Beach Resort & Spa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jul 5 to Jul 6
CA $211
CA $240 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,821 reviews)
"We have stayed here many times and had no issues, but this time, lots of repair work being done in the room next to us which was REALLY loud and disruptive. Our last night there our room smelled like contact cement. Normally we are quite happy here, but if significant repairs are being done on a ..."

Reviewed on Jun 25, 2026

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 12,564 properties in Caladesi Island State Park
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.
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What to do in Caladesi Island State Park

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
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
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $62
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in Caladesi Island State Park

Frequently asked questions

Can I cancel my flight booking to Caladesi Island State Park due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel questions, including about flight changes and cancellations related to COVID-19. For extra peace of mind, we recommend reading through the terms and conditions of your fare before booking.
What's the best way to find cheap flights to Caladesi Island State Park that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just enter your preferred dates and destination, click the "Search" button, then select the box underneath the "Flexible change policies" subheading (it's on the left of your screen). Expedia makes it easy to find flexible, low-cost airfares to Caladesi Island State Park.
What are some of the general tips for travelers to Caladesi Island State Park during the COVID-19 outbreak?
COVID-19 has changed the way we travel, but it hasn't stopped our passion for exploring. Here are a few tips on how to navigate travel's new challenges:
  • Before committing to anything, see if any travel restrictions or bans apply — in both your origin and destination. Stay informed with the latest updates by reviewing government travel advisories.
  • When you go through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for ID purposes. Anyone refusing to wear a mask may be fined and denied boarding.
  • To reduce the potential of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA officer.
  • One container of liquid hand sanitizer is now permitted in your carry-on baggage. It must be no larger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for scanning.
  • To reduce handling during the screening process, place personal items such as your phone, coins and keys into your carry-on rather than into the bins.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on means it's less likely a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to Caladesi Island State Park?
Lock in your seat with Delta and then start putting together your Caladesi Island State Park to-do list. This popular airline offers 929 flights every month to Tampa Intl. Airport (TPA), a main gateway.
How can I find cheap tickets to Caladesi Island State Park?
In the last seven days, was the lowest price for a flight to Caladesi Island State Park. For even greater savings, book ahead of time and be flexible with your dates. Search for your trip to Caladesi Island State Park, then see prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Caladesi Island State Park?
The price of a round-trip flight to Caladesi Island State Park in the last seven days varied between and . If you were traveling one way out of (), you could have nabbed a great deal from only .
What are the most popular airports to fly into in Caladesi Island State Park?
Caladesi Island State Park's primary airport is Tampa Intl. Airport (TPA). Get your awesome journey underway by reserving an airfare on one of the 6309 flights per month to this destination.
When is the cheapest time to fly to Caladesi Island State Park?
If you're not fixed on what date you jet off to Caladesi Island State Park, try to leave early in the week. The cheapest day to take off is generally Tuesday, followed closely by Monday. Saturday is typically the costliest day, with a lot of people preferring to take off on the weekend.
How much is a plane ticket to Caladesi Island State Park?
In the last seven days, airfares to Caladesi Island State Park ranged between and . Prices generally depend on the time of departure, cabin class, airline and how early the fare is booked.
Which airlines with flights to Caladesi Island State Park employ COVID-19 cleanliness policies?
As people begin traveling again, most commercial airlines have implemented physical distancing and other necessary actions to reduce the spread of COVID-19. Here are just a few examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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