Harbour Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
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    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

Your Harbour Island Holiday

Lock in one of our holiday packages to Harbour Island and experience the charms of this neighbourhood. Especially renowned for its dining, your next unforgettable adventure starts right here. Some top nearby attractions to check out during your trip to Harbour Island include Florida Aquarium, Tampa Theatre and Tampa Museum of Art. Whatever your travel goals or the size of your budget, booking the ultimate Harbour Island holiday is quick and easy with Expedia.

Our guide on 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

Our pick of the best Harbour Island Hotel Deals

Westin Tampa Downtown Waterside

Westin Tampa Downtown Waterside

4 out of 5
725 S Harbour Island Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 22 Nov to 23 Nov
AU$275
22 Nov - 23 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"$249 a night for a broken, neglected room. The closet door won’t stay open. The bathroom door either blocks you or shuts out your dog, which made mine bark. The bathroom outlet is loose, a clear sign this hotel is not cared for. The sign to 725 South points down an empty hallway. The restaurant is ..."

Reviewed on 8 Nov 2026

Westin Tampa Downtown Waterside
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

3 out of 5
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 15 Nov to 16 Nov
AU$209
15 Nov - 16 Nov
includes taxes & fees
8.4/10 Very good! (1,427 reviews)
"Great hotel. AC a bit noisy but at our room we could close the door to the living room area where the AC was located"

Reviewed on 8 Nov 2026

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

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is AU$243 per night from 22 Nov to 23 Nov
AU$243
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (1,650 reviews)
"Great experience. Very clean hotel in a great location."

Reviewed on 8 Nov 2026

The Westin Tampa Bay
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.

Activities

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