Bay Pines Vacation Packages

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Your Bay Pines Vacation

Unforgettable adventures await when you book a Bay Pines vacation package. Whether you're a foodie, history enthusiast or just a traveler who appreciates new places, there's something for everyone in this awesome city. Johns Pass Village & Boardwalk, St. Petersburg - Clearwater Beaches and Upham Beach are just some of the many attractions worth exploring during your trip to Bay Pines. Expedia will help you escape your daily routine. Tailor your vacation to Bay Pines to suit your travel style, whatever that may look like.

Top Holiday Package Deals in Bay Pines

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
per person
Sep 15 - Sep 22
just found
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.6/10 Excellent! (59 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.

Reviewed on May 12, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Oct 13 - Oct 20
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.6/10 Exceptional! (518 reviews)
A very clean hotel. Well worth the money for that fact alone.

Reviewed on Jul. 28, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
per person
Oct 13 - Oct 20
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.2/10 Wonderful! (1,040 reviews)
We have stayed at fusion resort twice and each time it has been absolutely amazing. Super clean, great views from balcony’s, within walking distance of everything, my only complaint Bis the pool closes to early. It closes at 8 and we would have loved to be able to swim when it was all lit up, and hit the hot tub in the evenings. The pool is amazing hot tub is even better. 10/10 rating for this place and can’t wait to come back!

Reviewed on Jul. 26, 2025

The Avalon Club

The Avalon Club

4 out of 5
per person
Oct 6 - Oct 13
found 1 hour ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.4/10 Exceptional! (430 reviews)
Great property and location

Reviewed on Jul. 21, 2025

Clearwater Beach Hotel Suites

Clearwater Beach Hotel Suites

2.5 out of 5
per person
Oct 13 - Oct 20
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
No reviews
Great Hotel, comfortable bed, nice pool

Reviewed on Jul. 26, 2025

Where to stay in Bay Pines

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

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

Bay Pines Hotel Deals

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 $234 per night from Aug 12 to Aug 13
CA $234
CA $318 total
Aug 12 - Aug 13
includes taxes & fees
8/10 Very Good! (2,071 reviews)
"Amazing!!!!!!! And don’t miss out on the private beach"

Reviewed on Jul. 27, 2025

Hilton Clearwater Beach Resort & Spa
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 CA $174 per night from Aug 8 to Aug 9
CA $174
CA $197 total
Aug 8 - Aug 9
includes taxes & fees
8.6/10 Excellent! (2,026 reviews)
"Excellent, for the Price"

Reviewed on Jul. 27, 2025

Hotel Alba, Tapestry Collection by Hilton
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 $394 per night from Aug 17 to Aug 18
CA $394
CA $500 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (2,455 reviews)
"Loved the attention to detail and the atmosphere all around, will definitely be back!"

Reviewed on Jul. 28, 2025

Wyndham Grand Clearwater Beach
See all 14,397 properties in Bay Pines
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 Bay Pines vacation package cost?
Handcraft your Bay Pines package from as little as CA $906. Choose from any combination of rental cars, flights and hotels to create the getaway you've long been dreaming about. Remember to add on a few activities!
How do I get a cheap travel package to Bay Pines?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a Bay Pines vacation package to save tons of cash. Score even bigger bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to put together your trip your own way. We offer over 550 air carriers and 1,000,000 hotels in all corners of the globe, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Bay Pines?
A vacation in Bay Pines isn't complete without paying a visit to Johns Pass Village & Boardwalk, Bay Pines VA Medical Center and St. Petersburg Municipal Beach. Stay close to these popular sights and make sightseeing easy.
How far in advance should I book my Bay Pines vacation?
To score discount prices, book early. Airlines typically release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Bay Pines, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Bay Pines travel package include?
Flights, rental cars and hotels, or any combination of the three — you decide! Whether you're venturing to Bay Pines with the kids or traveling with your friends, there's a bundle to suit every style and budget. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Bay Pines travel package?
Tailor deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save a packet just for bundling your bookings. Whether you're taking off on a ski adventure or drinking cocktails on a beach, your dream vacation is just clicks away.
Can I choose my airline with a Bay Pines Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to choose from worldwide. With such a big range of choice, finding the ideal carrier to bring you to Bay Pines will be a cinch.
If I'm not able to travel, can I cancel my Bay Pines vacation package?
Yes, you can. We realize things don't always go to plan, so we're here to help if you need to make changes to your Bay Pines vacation package. It may be possible to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Bay Pines

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

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

John's Pass Village & Boardwalk
Clearwater Beach

Clearwater Beach

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 which includes a sandy beach

Fort De Soto Park

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

View of the StarLite Sapphire Yacht on St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

CA $44
per adult
86% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
One Hour Guided JetSki Tour

One Hour Guided JetSki Tour

CA $135
per adult
80% of travellers recommend
One Hour Guided JetSki Tour
Our Cruise gives you the best seat there is to the Skyway Bridge Light Show! Different display every night of the week!

Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete

CA $116
per adult
88% of travellers recommend
Island Sunset and Skyway Light Show - 3hr Boat Cruise in St. Pete
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.