On Top of The World Holidays

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Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
per person
28 May - 2 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
8.4/10 Very Good! (1,794 reviews)
It is difficult to truly review the property because we were only there after dinner until 5:00 am due to early flight. Great Location,easy check in, pleasant staff, and well equipped. I had a problem with bumping into the bed corners because they stick out well beyond the mattress. Other than that, nothing to notify you of.

Reviewed on 24 Apr 2025

Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
Whitfield Estates
per person
28 May - 2 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9/10 Wonderful! (1,025 reviews)
Easy check in...good staff...clean room and a tiki bar on property

Reviewed on 19 Apr 2025

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
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Pass-a-Grille

5/5(3 area reviews)

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.

Find hotels in Pass-a-Grille

Top hotels in On Top of The World

RumFish Beach at TradeWinds
RumFish Beach at TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
The price is €197 per night from 7 May to 8 May
€197
includes taxes & fees
7 May - 8 May
8.2/10 Very Good! (1,245 reviews)
"Our stay was great. There were four adults and a baby. Unfortunately, we couldn’t get the room serviced due to nap schedules although it didn’t house keeping came late in the afternoon but staff were great accommodating clean towels as needed. The only complaint was the pullout couch which needs ..."

Reviewed on 23 Apr 2025

RumFish Beach at TradeWinds
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 €138 per night from 22 May to 23 May
€138
includes taxes & fees
22 May - 23 May
8.6/10 Excellent! (1,507 reviews)
"Nice property; great location."

Reviewed on 21 Apr 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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 €281 per night from 1 May to 2 May
€281
includes taxes & fees
1 May - 2 May
"I really liked this hotel. It was very clean and the staff gave great service. We were disappointed to learn that we had to rent beach chairs and umbrellas to use on the beach. So for 6 of us, it would have cost almost $300 a day to stay on the beach. I think this ridiculous especially when you are ..."

Reviewed on 21 Apr 2025

Hilton Clearwater Beach Resort & Spa
See all 14,670 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 holiday package cost?
Maybe less than you imagined — from just €662, actually! By combining hotels, flights and car rentals into a customized holiday 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 holiday 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 travellers 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 holiday?
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 holiday!
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 organising 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 holiday 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 holiday 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.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4/5(33 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 visit its top-notch restaurants.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Salvador Dali Museum showing modern architecture and night scenes

Salvador Dali Museum

5/5(20 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

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

€29
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Shell Key Island bird's eye view

Shell Key Island Excursion -3hrs.and 30min. trip

€57
per adult
80% of travellers recommend
Shell Key Island Excursion -3hrs.and 30min. trip
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€34
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
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.