Harbour Island Holidays

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    Save up to €185 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

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Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was €495, price is now €340 per person
€340
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
No reviews
Great staff, very clean.

Reviewed on 11 Jan 2026

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was €664, price is now €505 per person
€505
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (1,000 reviews)
Clean new hotel. Excellent breakfast. EV chargers. Would definitely stay here again.

Reviewed on 12 Jan 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was €789, price is now €610 per person
€610
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (2,509 reviews)
Many rooms including mine had no hot water. Even though the issue was reported, nothing was done about it. Took one cold shower the entire stay.

Reviewed on 12 Jan 2026

Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
Price was €640, price is now €498 per person
€498
per person
23 Mar - 27 Mar
found 1 day ago
Return flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (8 reviews)
Beautiful apartment. Spacious and clean!

Reviewed on 29 Dec 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was €1,507, price is now €1,211 per person
€1,211
per person
17 Feb - 21 Feb
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff was very courteous

Reviewed on 7 Jan 2026

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
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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

The Westin Tampa Waterside

The Westin Tampa Waterside

4 out of 5
725 S Harbour Island Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is €259 per night from 24 Jan to 25 Jan
€259
24 Jan - 25 Jan
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Helpful staff and nice views

Reviewed on 11 Jan 2026

The Westin Tampa Waterside
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is €80 per night from 8 Feb to 9 Feb
€80
8 Feb - 9 Feb
includes taxes & fees
6.2/10 (3,779 reviews)
We booked room for one night stay, after cruise. For that price I didn't expect anything more than I got. Room was big, bed comfy, sheets and towels clean, good wifi. You can see it's dated, especially bathroom needs renovation, but as I say, for this money and one night stay, it's good. Breakfast ...

Reviewed on 13 Jan 2026

Ramada by Wyndham Tampa Westshore Airport South
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
Fully refundableReserve now, pay when you stay
The price is €108 per night from 25 Jan to 26 Jan
€108
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (1,643 reviews)
I gave 5 stars. That is a review

Reviewed on 11 Jan 2026

Hotel South Tampa & Suites
See all 6,056 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 €340. 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.

Popular places to visit

Busch Gardens Tampa Bay showing rides

Busch Gardens Tampa Bay

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay
Tampa_RaymondJamesStadium_503050_03

Raymond James Stadium

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football match or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium
Midway at Florida State Fairgrounds Tampa

Florida State Fairgrounds

Enjoy an outing to Florida State Fairgrounds during your stay in Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Florida State Fairgrounds

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

€32
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€32
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
St. Petersburg, FL: Imagine Museum Admission Ticket

St. Petersburg, FL: Imagine Museum Admission Ticket

€13
per adult
100% of travellers recommend
St. Petersburg, FL: Imagine Museum Admission Ticket
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.