Harbour Island Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Harbour Island

Find the best Harbour Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbour Island
A cityscape with tall buildings, palm trees, and a fountain.

Downtown Tampa

3 out of top 10 points of interest in this area

Find much that’s new and exciting here, with investment and energy revitalizing the waterfront into somewhere to see, be seen and experience.

Find hotels in Downtown Tampa
A street lined with palm trees, vintage buildings, and parked cars.

Ybor City

Learn about the diverse history of Tampa’s enthralling Latin Quarter and find out why it’s known as the Cigar City.

Find hotels in Ybor City
A large, two-story house with a porch, surrounded by well-maintained lawns and trees.

Hyde Park

Historic homes and fine dining abound next to Downtown Tampa. Here it’s easy to develop a taste for the finer things in life.

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A coastal cityscape with a marina, beach, and high-rise buildings during sunset.

Town 'n' Country

If you're spending some time in Town 'n' Country, Tampa Bay and Countryway Golf Club are top sights worth seeing.

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A calm lake with dense trees on both sides, a clear sky, and a distant house.

Temple Terrace

Temple Terrace is known for its beautiful gardens, and you can see some sights area like Temple Terrace Golf and Country Club and Temple Terrace Tennis Center.

Find hotels in Temple Terrace

Top hotels in Harbour Island

The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
S$211
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,548 reviews)
"It was a great stay aside from the AC. Maintenance came the first day but it was still weak in the evening"

Reviewed on 5 Sept, 2026

The Westin Tampa Bay
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
S$152
17 Sept - 18 Sept
includes taxes & fees
8.4/10 Very good! (1,209 reviews)
"Staff was Great, but they were definitely short-handed. The ST. James restaurant is just ok. Breakfast buffet was good, lots of fresh fruit, but $24/person"

Reviewed on 5 Sept, 2026

Four Points by Sheraton Suites Tampa Airport Westshore
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
S$150
18 Sept - 19 Sept
includes taxes & fees
Hilton Tampa Airport Westshore
See all 6,213 properties in Harbour Island
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 a Harbour Island holiday package cost?
Custom build your Harbour Island holiday package from just . Choose from any combination of rental cars, flights and hotels to put together the escape you've been dreaming about. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Harbour Island?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a nice amount too. A Harbour Island holiday package makes it easy to put together your ideal trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule won't be hard. On top of that, we've got over 1,000,000 hotels globally to choose from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Harbour Island?
Most travellers who visit Harbour Island put both Port of Tampa and Raymond James Stadium on their to-do lists. Why not reserve a hotel near these great attractions?
What are the top hotels in Harbour Island?
If it's comfort and convenience you're looking for, it's hard to beat The Westin Tampa Waterside. Spend your nights relaxing here and your days discovering Harbour Island's finest sights.
How far in advance should I book my Harbour Island holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your holiday to Harbour Island nice and early. Airlines generally release flights anywhere up to a year in advance, so start your planning ASAP. That being 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 Harbour Island travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to creating your Harbour Island trip, the choice is all yours!
What should I know before booking a Harbour Island travel package?
We already have low prices. However, you'll grab an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Harbour Island Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Just pick the airline you want and put together your ideal Harbour Island escape.
If I'm not able to travel, can I cancel my Harbour Island holiday package?
If your travel plans in Harbour Island have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. For more information, check our Customer Service Portal.

Things to do

Howl-O-Scream Tickets at Busch Gardens Tampa

Howl-O-Scream Tickets at Busch Gardens Tampa

S$60
per traveller
78% of travellers recommend
Howl-O-Scream Tickets at Busch Gardens Tampa
Picture 2 for Activity Sounds of the Ocean: The Immersive Experience - Tampa

Sounds of the Ocean: The Immersive Experience - Tampa

S$43
per adult
Sounds of the Ocean: The Immersive Experience - Tampa
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

S$38
per adult
88% of travellers recommend
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR
See all activities in Tampa

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.