Bay Pines Vacation Packages & Trips 2025 from $355

Name: Grand Hyatt Tampa Bay
Price range: CA $235
Rating: 8.8

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

CA $643

per person

Nov 14 - Nov 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

CA $1,291

per person

Oct 11 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

9.6/10 Exceptional! (598 reviews)

Love this place! Rooms are excellent. Please note the lobby is a tiny check in area but the rooms are amazing.

Reviewed on Aug. 20, 2025

FUSION Resort Waterfront Suites

CA $1,169

per person

Oct 11 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

9.2/10 Wonderful! (1,049 reviews)

Rooms are 2 bedroom suites. Full size kitchen makes an extended stay more affordable. Extremely pet friendly environment.

Reviewed on Aug. 8, 2025

The Avalon Club

CA $1,260

per person

Oct 9 - Oct 13

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (438 reviews)

it was great! we loved the whole stay - the only thing that kinda was a downfall was that the view we had - had a telephone pole with wires right in the way of the view - so in the future - i would be sure to ask for one that didn’t have that.

Reviewed on Aug. 19, 2025

Inn on the Beach

Pass-a-Grille

CA $1,193

per person

Oct 11 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.8/10 Exceptional! (330 reviews)

The rebuilt property is absolutely gorgeous! Our room had a very large deck looking right out onto the beach. The parking was easy and the room was beautiful. We couldn’t have picked a better spot. We will definitely return a definite shout out to Tina who is extremely accommodating, friendly and a huge help to booking the room. She is a real asset to the property.

Reviewed on Aug. 23, 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

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Bay Pines Hotel Deals

RumFish Beach at TradeWinds

6000 Gulf Blvd, St. Pete Beach, FL

Fully refundableReserve now, pay when you stay

CA $187

CA $297 total

Aug 24 - Aug 25

includes taxes & fees

8.2/10 Very Good! (1,376 reviews)

"Was a decent room with gulf front view. In a side separate building small bath 2 beds. . Fair condition. Location is excellent and pools, beach, and bars/ restaurants are very good and reasonable prices for on the beach."

Reviewed on Aug. 21, 2025

Hilton Tampa Airport Westshore

2225 N Lois Ave, Tampa, FL

Fully refundableReserve now, pay when you stay

CA $132

CA $149 total

Aug 31 - Sep 1

includes taxes & fees

8.4/10 Very Good! (1,005 reviews)

"Great service and very clean. Great location- close to airport."

Reviewed on Aug. 22, 2025

Grand Hyatt Tampa Bay

2900 Bayport Drive, Tampa, FL

Fully refundableReserve now, pay when you stay

CA $235

CA $314 total

Aug 24 - Aug 25

includes taxes & fees

8.8/10 Excellent! (1,022 reviews)

"M"

Reviewed on Aug. 19, 2025

See all 14,338 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.

Frequently asked questions

How much does a Bay Pines vacation package cost?

Handcraft your Bay Pines package from as little as CA $643. 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

4.5/5(136 reviews)

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

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.

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.

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

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

CA $92

per adult

Clearwater Beach Private Pontoon Boat Tour for six

CA $482

per traveller

100% of travellers recommend

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.

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Bay Pines Vacation Packages

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Your Bay Pines Vacation

Top Holiday Package Deals in Bay Pines

Mar Bay Motel &Suites

Ocean Club Treasure Island Hotel

FUSION Resort Waterfront Suites

The Avalon Club

Inn on the Beach

Where to stay in Bay Pines

Downtown St. Petersburg

Pass-a-Grille

Sand Key

Sunset Beach

Don Cesar

Bay Pines Hotel Deals

RumFish Beach at TradeWinds

Hilton Tampa Airport Westshore

Grand Hyatt Tampa Bay

Frequently asked questions

Discover the most popular places to visit in Bay Pines

John's Pass Village & Boardwalk

Clearwater Beach

Fort De Soto Park

Things to do

StarLite Sapphire Evening Yacht St. Pete Beach

St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

Clearwater Beach Private Pontoon Boat Tour for six

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