On Top of The World Vacations

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Where to stay in On Top of The World

Find the best On Top of The World areas and neighborhoods for the activities you enjoy most. Learn more about On Top of The World
Pass-a-Grille

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

On Top of The World Hotel Deals

The Westin Tampa Bay
The Westin Tampa Bay
4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is NT$3,687 per night from Jul 13 to Jul 14
NT$3,687
NT$4,184 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"This property has a great location. The staff was friendly and helpful. The hotel is nice but the air in our room barely worked, maintenance was very nice but our room never really cooled off. Also, be advised that if your room is on the 7th floor, so are the banquet rooms and it noisy. I would go ..."

Reviewed on 2025/6/23

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is NT$5,992 per night from Jun 30 to Jul 1
NT$5,992
NT$7,923 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very Good! (1,946 reviews)
"A set of beach chairs and umbrella should be included in resort fee or reduce those prices by 50%. The daily valet parking requirement is absurd. We never used the car once we got to the resort and could have parked it ourselves. House keeping not consistent."

Reviewed on 2025/6/25

Hilton Clearwater Beach Resort & Spa
Hilton Garden Inn Tampa Airport Westshore
Hilton Garden Inn Tampa Airport Westshore
3 out of 5
5312 Avion Park Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NT$3,439 per night from Jul 4 to Jul 5
NT$3,439
NT$3,904 total
Jul 4 - Jul 5
includes taxes & fees
8.8/10 Excellent! (1,730 reviews)
"Good location, reasonable price. Breakfast buffet at $18 is a bit pricey though."

Reviewed on 2025/6/26

Hilton Garden Inn Tampa Airport Westshore
See all 15,049 properties in On Top of The World
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.

Frequently asked questions

How much does an On Top of The World vacation package cost?
Maybe less than you imagined --- from just , actually! By combining hotels, flights and car rentals into a customized vacation package, your trip to On Top of The World is only clicks away.
How do I get a cheap travel package to On Top of The World?
Our On Top of The World vacation packages mean plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a budget-friendly package. But low prices are just the beginning of your next awesome adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels around the world to pick from. Whatever your budget or style, there's a package with your name on it.
Where should I stay in On Top of The World?
Stay where the action is. Many travelers book hotels around top attractions, like Ruth Eckerd Hall, Eddie C. Moore Softball Complex and Westfield Countryside Mall.
How far in advance should I book my On Top of The World vacation?
You'll be rewarded with the widest variety and the cheapest prices by booking your trip to On Top of The World early. Air carriers usually release flight tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. That said, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia On Top of The World travel package include?
Expedia has all you need to plan your On Top of The World trip, but what your package looks like is your call. Choose from a combination of flights, rental cars and hotels. Looking for some activities to keep you on the move? Once you've made your booking, you can add them too. No matter your style, there's a package deal to meet your needs.
What should I know before booking an On Top of The World travel package?
You'll enjoy big savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place will make your trip planning easier. So why waste your money or time? Whether you're organizing a ritzy city getaway or a budget solo adventure, have a look at our package deals today.
Can I choose my airline with an On Top of The World Expedia vacation package?
You certainly can. We offer more than 550 airline partners all over the world, so fly with the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my On Top of The World vacation package?
Because we know life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in On Top of The World

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

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
Salvador Dali Museum showing night scenes and modern architecture

Salvador Dali Museum

4.5/5(1,166 reviews)

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum
Vinoy Park

Vinoy Park

4.5/5(227 reviews)

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

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