Harbor Bluffs Vacation Packages

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Your Harbor Bluffs Vacation

From its highlights to its hidden gems, this city is best experienced with a Harbor Bluffs vacation package. Find somewhere to stay in Downtown Dunedin, which is great for shopping, walking and gift and craft shops. If sightseeing is on the to-do list during your trip to Harbor Bluffs, visit well-known attractions like Florida Botanical Gardens, Pinellas Trail and Largo Mall. Browse Expedia's wide range of travel options and begin planning your dream vacation to Harbor Bluffs now.

Top Holiday Package Deals in Harbor Bluffs

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,207, price is now CA $827 per person
CA $827
per person
Jun 4 - Jun 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,004 reviews)
Great staff at the desk. Tiffany was great! Room was very modern. WiFi was mostly good. Location was central to downtown within walking distance of restaurants and cafes. Nice walking trail down by the water, too.

Reviewed on Apr 21, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,648, price is now CA $1,752 per person
CA $1,752
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (526 reviews)
Had a great time with friends and family. Love the place., the rooms everything was excellent. Karen at the front desk is always pleasant and very professional at her job. I will always book this place.

Reviewed on Apr 21, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was CA $1,371, price is now CA $908 per person
CA $908
per person
Jun 4 - Jun 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (5,236 reviews)
I expected the breakfast to be a little different than regular cheaper hotels but the women working to keep everything stocked were very nice.

Reviewed on Apr 21, 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,346, price is now CA $898 per person
CA $898
per person
Jun 4 - Jun 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,281 reviews)
Large living room, kitchenette, large bedroom. Other than traffic noise it was nice.

Reviewed on Apr 21, 2026

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was CA $1,526, price is now CA $1,051 per person
CA $1,051
per person
Jun 4 - Jun 9
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,231 reviews)
We really enjoyed our stay, loved how close it was to the beach, and it was easy to walk to other places close by. Great that parking was included. Everyone there was so nice, and the center courtyard was inviting with all the games you had access to. Room was nice and spacious, loved there were mini kitchens. The only thing is that the water from the shower smelled different, can’t pinpoint what it could be from or if it was just during my stay. We would be happy to stay there again.

Reviewed on Apr 21, 2026

Where to stay in Harbor Bluffs

Find the best Harbor Bluffs areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Bluffs
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Harbor Bluffs Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $463 per night from Apr 26 to Apr 27
CA $463
CA $578 total
Apr 26 - Apr 27
includes taxes & fees
9.4/10 Exceptional! (3,168 reviews)
Great experience!

Reviewed on Apr 21, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from May 3 to May 4
CA $237
CA $269 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,250 reviews)
Great staff! Clean rooms. Only place I stay when I come to Tampa.

Reviewed on Apr 21, 2026

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $329 per night from May 3 to May 4
CA $329
CA $426 total
May 3 - May 4
includes taxes & fees
8.2/10 Very Good! (2,551 reviews)
The view was very good. The furniture was old and not in good shape. Had to pay almost $60 for two beach chairs where at the Sandpearl it’s included. It was above average hotel. Staff was nice.

Reviewed on Apr 21, 2026

Hilton Clearwater Beach Resort & Spa
See all 14,750 properties in Harbor Bluffs
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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Harbor Bluffs vacation package cost?
Perhaps much less than you think — from only CA $827, as a matter of fact! By combining flights, hotels and car rentals into your own custom-built travel package, your trip to Harbor Bluffs is just clicks away.
How do I get a cheap travel package to Harbor Bluffs?
You'll save a ton of money if you combine your flights, hotels and car rentals into a Harbor Bluffs travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 properties across the globe, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Harbor Bluffs?
With interesting attractions like Largo Medical Center and Pinellas Trail in this area, try to find a hotel situated near them. Largo Mall is another Harbor Bluffs sight that people flock to.
What are the top hotels in Harbor Bluffs?
Contemporary Home In Belleair Bluffs and Newly Renovated Florida Home Minutes From Indian Rocks And Clearwater Beach are two of the most well-known hotels in Harbor Bluffs. Why not look up the amenities and facilities at each and then make up your mind?
How far in advance should I book my Harbor Bluffs vacation?
It's tricky picking the perfect time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you're booking at the last minute, fear not. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Harbor Bluffs travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few activities and tours and watch your savings stack up. When it comes to creating your Harbor Bluffs vacation, you're the boss!
What should I know before booking a Harbor Bluffs travel package?
We already have low prices. However, you'll enjoy even more bargains when you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Harbor Bluffs Expedia vacation package?
Yes, you can. We have more than 550 airline partners throughout the world, so opt for the carrier that fits your needs.
If I'm not able to travel, can I cancel my Harbor Bluffs vacation package?
Don't worry if you're rethinking your Harbor Bluffs vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know life can throw the occasional spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Harbor Bluffs

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

4.5/5(141 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
White sand and palm trees in Clearwater beach

Clearwater Beach

4.5/5(5 reviews)

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park

Fort De Soto Park

4.5/5(28 reviews)

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $62
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.