Harbour Island Vacations from $301

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Your Harbour Island Vacation

Lock in one of our vacation packages to Harbour Island and experience the charms of this neighborhood. 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 Theater and Tampa Museum of Art. Whatever your travel goals or the size of your budget, booking the ultimate Harbour Island vacation is quick and easy with Expedia.

The Latest Harbour Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
6.8/10 (1,004 reviews)
I'm sure this place was really nice back in the day. But its not great anymore. The grounds were all flooded from the rain. No ceiling fan, mini fridge or microwave in rooms. The hair dryer didnt work. And we only got 10 TV channels on the TV..

Reviewed on Sep 8, 2024

Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,777 reviews)
i loved everything i didn't want to leave

Reviewed on Sep 20, 2024

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Nov 29 - Dec 6
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (189 reviews)
Great location, right on top of the beach and fantastic facilities.

Reviewed on Sep 15, 2024

Barsala At The Wayland

Barsala At The Wayland

4 out of 5
per person
Nov 29 - Dec 6
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
7.4/10 Good! (1,003 reviews)
The amenities and location.

Reviewed on Sep 20, 2024

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
Curtis Hixon Waterfront Park

Downtown Tampa

5 out of top 10 points of interest in this area
4/5(1,135 area reviews)

Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.

Find hotel + flight trips in Downtown Tampa

Harbour Island Hotel Deals

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 $227 per night from Sep 23 to Sep 24
$227
includes taxes & fees
$203 per night
Sep 23 - Sep 24
8.2/10 Very Good! (974 reviews)
"We were there for a conference and it was within walking distance to the Amelie. There are a lot of options for dining, and we felt safe walking every where. The only downfall to the Westin was the cost of parking per night 50.00 plus tax."

Reviewed on Sep 18, 2024

The Westin Tampa Waterside
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 $182 per night from Sep 26 to Sep 27
$182
includes taxes & fees
$161 per night
Sep 26 - Sep 27
9/10 Wonderful! (1,660 reviews)
"What I was looking for was a resort vibe and I was not disappointed. It was clean the staff was amazing. The food was good at the Spaniard restaurant. The bar was good the vibe was spot on the whole time. I am definitely going back👍👍"

Reviewed on Sep 19, 2024

Hotel Alba, Tapestry Collection by Hilton
Hotel Haya
Hotel Haya
4 out of 5
1412 E. 7th Avenue, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is $173 per night from Oct 6 to Oct 7
$173
includes taxes & fees
$152 per night
Oct 6 - Oct 7
9.2/10 Wonderful! (1,206 reviews)
"Staff was very friendly and always more than happy to serve and do their best to make the stay enjoyable. The hallways had a funky stale smell. The area around the Hotel was rather depressing as many of the buildings are in desperate need of a revitalization. Hopefully in time it’ll be restored and ..."

Reviewed on Sep 18, 2024

Hotel Haya
See all 5,742 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Harbour Island vacation package cost?
Custom build your Harbour Island vacation package from just $301. 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 vacation 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 travelers 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 vacation?
Reward yourself with the biggest variety at the cheapest prices by booking your vacation 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 vacation!
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 vacation 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 vacation 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.

Discover the most popular places to visit in Harbour Island

Image for Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

4.5/5(1,674 reviews)

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
Image for Port of Tampa

Port of Tampa

4/5(1,773 reviews)

Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Port of Tampa
Image for Raymond James Stadium

Raymond James Stadium

4.5/5(729 reviews)

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

Raymond James Stadium

Things to do

Image for Tampa: ZooTampa at Lowry Park Entry Ticket

Tampa: ZooTampa at Lowry Park Entry Ticket

$48
Per adult
80% of travellers recommend
Tampa: ZooTampa at Lowry Park Entry Ticket
Image for Sunset and Night Cruises Tour

Sunset and Night Cruises Tour

$30
Per adult
Sunset and Night Cruises Tour
Image for Tampa: ZooQuarium- ZooTampa & Florida Aquarium Combo Ticket

Tampa: ZooQuarium- ZooTampa & Florida Aquarium Combo Ticket

$85
Per adult
94% of travellers recommend
Tampa: ZooQuarium- ZooTampa & Florida Aquarium Combo Ticket
See all activities in Tampa

Other vacations you might like

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