On Top of The World Holidays from £923
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- Rest easyPackages with flights are ATOL protected
Your On Top of The World Holiday
Let our On Top of The World holiday packages take you to a destination where unforgettable memories are waiting to be made. While it's especially noted for its golfing, there's plenty more to like about this neighbourhood. Your trip to On Top of The World wouldn't be complete without stopping by top attractions nearby such as Ruth Eckerd Hall, Eddie C. Moore Softball Complex and Westfield Countryside Mall. Don't just imagine it — do it! Lock in your ideal On Top of The World holiday with Expedia and travel your way.
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach
£947
per person
1 Dec - 8 Dec
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (3,946 reviews)
Beach view was great
But noisy construction work being done underneath. Only inform me of the potential noise the day before.
Reviewed on 9 Oct 2026
The Avalon Club
£1,238
per person
1 Dec - 8 Dec
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (608 reviews)
Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.
Reviewed on 7 Oct 2026
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
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.
Pass-a-Grille
As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.
Sand Key
1 out of top 10 points of interest in this area
If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.
Sunset Beach
Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.
Sunshine Beach
While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.
Top hotels in On Top of The World
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
£214
29 Oct - 30 Oct
includes taxes & fees
9.4/10 Exceptional! (3,977 reviews)
"Beach view was great But noisy construction work being done underneath. Only inform me of the potential noise the day before."
Reviewed on 9 Oct 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
£273
9 Nov - 10 Nov
includes taxes & fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
£140
25 Oct - 26 Oct
includes taxes & fees
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 travel package cost?
Handcraft your On Top of The World travel package from a low £923. Pick from any combination of flights, hotels and rental cars to build the escape you've been dreaming about. Be sure to add on a few activities!
If I'm not able to travel, can I cancel my On Top of The World travel package?
Yes you can, and we're here to help. You may be able to cancel or change your On Top of The World travel package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, browse our Customer Service Portal for further information.
How do I get a cheap travel package to On Top of The World?
Our On Top of The World travel packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your hotel, flights and extras (such as activities) into an affordable package. But cheap prices are just the beginning of your next unforgettable adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotels worldwide to choose from. No matter your style or budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later On Top of The World holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Consider these flexible payment options:
- Pay monthly holidays: Klarna has easy monthly payment plans that suit all types of budgets, so you can lock in that well-deserved holiday sooner.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you see an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in On Top of The World?
A trip to On Top of The World isn't complete without seeing Bright House Field, Ruth Eckerd Hall and Eddie C. Moore Softball Complex. Stay close to these top sights and make sightseeing simple.
What are the top hotels in On Top of The World?
SureStay Hotel by Best Western St. Pete Clearwater Airport and Residence Inn by Marriott Clearwater Downtown are two of the most sought-after hotels in On Top of The World. Why not check out the amenities and rates at each and then make a decision?
How far in advance should I book my On Top of The World holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to On Top of The World sometimes occur a few weeks before departure.
What does an Expedia On Top of The World travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings stack up. When it comes to organising your On Top of The World holiday, you're in charge!
What should I know before booking an On Top of The World travel package?
Whether it's relaxation or adventure you're seeking, an On Top of The World travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with an On Top of The World Expedia travel package?
Definitely. Expedia has over 550 airline partners to pick from around the world. With such a big range of choice, finding the ideal carrier to get you to On Top of The World will be a breeze.
Things to do
Starlite Infinity Evening Yacht Cruise Clearwater
£27
per adult
90% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
£21
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.