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

4 out of top 10 points of interest in this area
4.5/5(13 area reviews)

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

Top hotels in Harbour Island

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$168 per night from 26 Jul to 27 Jul
S$168
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (2,703 reviews)
"All the shuttle drivers were friendly and it was quick! Pool was super nice and Brian at the pool bar was very friendly. Front desk staff was helpful as well."

Reviewed on 11 Jul, 2026

Hotel Alba, Tapestry Collection by Hilton
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
Fully refundableReserve now, pay when you stay
The price is S$212 per night from 16 Jul to 17 Jul
S$212
16 Jul - 17 Jul
includes taxes & fees
8.6/10 Excellent! (2,699 reviews)
"Friendly staff, clean rooms, and the comforter was very comfortable!"

Reviewed on 10 Jul, 2026

The Barrymore Hotel Tampa Riverwalk
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 S$163 per night from 19 Jul to 20 Jul
S$163
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,021 reviews)
"Old property"

Reviewed on 12 Jul, 2026

Four Points by Sheraton Suites Tampa Airport Westshore
See all 6,128 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

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

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

S$39
per adult
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

S$63
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
Tampa Pirate Ship - The Lost Pearl

Tampa Pirate Ship - The Lost Pearl

S$54
per adult
Tampa Pirate Ship - The Lost Pearl
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.