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.
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,030 reviews)
We truely enjoyed our stay

Reviewed on May 24, 2024

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun. 26 - Jun. 30
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
The property was really nice. It was across the street a park that the up-keeping was not that great.

Reviewed on May 27, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (1,000 reviews)
It was awesome. Spotless room. Comfy beds. Fully stocked kitchenette. Delicious morning coffee in the lobby. Beautiful pool area. On the beach. Tiki bar was fun and super affordable. Lots of fun games to play. Putt Putt. Foosball. Ping pong. Giant chess and Jenga games. Cool places to hang out.

Reviewed on May 19, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 2 days ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Aug. 1 - Aug. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.6/10 Good! (1,003 reviews)
Not worth the money

Reviewed on May 26, 2024

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
Pass-a-Grille

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 hotel + flight trips in Pass-a-Grille

Bay Pines Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jun. 2 to Jun. 3
CA $220
CA $333 total
includes taxes & fees
Jun 2 - Jun 3
8.2/10 Very Good! (1,006 reviews)
"Amazing"

Reviewed on May 23, 2024

RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Jun. 2 to Jun. 3
CA $193
CA $280 total
includes taxes & fees
Jun 2 - Jun 3
7.2/10 Good! (2,245 reviews)
Beach get away
"Hotel was under construction so parts were not at 100% but great location. Easy parking. But will try again based on outdoor amenities and location."

Reviewed on May 26, 2024

Sirata Beach Resort
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 $243 per night from Jun. 16 to Jun. 17
CA $243
CA $322 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (1,881 reviews)
"Love the hotel location"

Reviewed on May 25, 2024

Wyndham Grand Clearwater Beach
See all 15,364 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.

Explore other types of vacation packages

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 $1,597. 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

Image for Bay Pines VA Medical Center

Bay Pines VA Medical Center

Though Bay Pines VA Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Madeira Beach while you are here.

Bay Pines VA Medical Center
Image for John's Pass Village & Boardwalk

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 marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4/5(26 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field

Things to do

Image for 2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete

2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete

CA $74
Per adult
2 Hour Guided Kayak Tour in Boca Ciega Bay - St. Pete
Image for Madeira Beach and Shell Key Preserve Half Day Private Boat Tour

Madeira Beach and Shell Key Preserve Half Day Private Boat Tour

CA $609
Per adult
Madeira Beach and Shell Key Preserve Half Day Private Boat Tour
Image for StarLite Sapphire Evening Yacht St. Pete Beach

StarLite Sapphire Evening Yacht St. Pete Beach

CA $43
Per adult
84% of travellers recommend
StarLite Sapphire Evening Yacht St. Pete Beach
See all activities in St. Petersburg - Clearwater

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