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.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was CA $1,253, price is now CA $749 per person
CA $749
per person
Jan 7 - Jan 12
just found
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (434 reviews)
The staff at Hotel Zamora were fabulous! From the kitchen staff (forgot her name) and Shannon loaning us a veggie scraper to William and Rachel (?) as breakfast Wait Staff, and Angela (I think) at the front desk, everyone was the best! I love love love the art on the walls, too!!!

Reviewed on Oct 28, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was CA $1,480, price is now CA $838 per person
CA $838
per person
Jan 7 - Jan 12
just found
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,318, price is now CA $810 per person
CA $810
per person
Jan 3 - Jan 8
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (1,532 reviews)

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,742, price is now CA $1,072 per person
CA $1,072
per person
Jan 3 - Jan 8
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)
The room was spacious for my family and I. A close walk to the beach. Close to shopping and eating, great location.

Reviewed on Oct 28, 2026

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was CA $1,666, price is now CA $1,055 per person
CA $1,055
per person
Jan 7 - Jan 12
just found
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)

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
A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

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.

Find hotels in Downtown St. Petersburg

Bay Pines 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 $331 per night from Nov 3 to Nov 4
CA $331
CA $430 total
Nov 3 - Nov 4
includes taxes & fees
9.4/10 Exceptional! (4,017 reviews)
"It would be helpful to understand what is included or not included when travelling to the beach ... on windy days or calm days."

Reviewed on Oct 28, 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from Nov 11 to Nov 12
CA $314
CA $410 total
Nov 11 - Nov 12
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
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 $217 per night from Nov 22 to Nov 23
CA $217
CA $246 total
Nov 22 - Nov 23
includes taxes & fees
The Westin Tampa Bay
See all 15,529 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 $749. 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.

Stay near popular Bay Pines attractions

War Veteran Memorial Park

8.0/10 (50 reviews)
After visiting War Veteran Memorial Park, make a plan to see the other sights and activities in Madeira Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
See properties

Things to do

Stunning view of dolphins in St. Petersburg, Florida

Dolphin Racer Speedboat Adventure

CA $51
per adult
94% of travellers recommend
Dolphin Racer Speedboat Adventure
Shell Key Island bird's eye view

Shell Key Island Excursion

CA $82
per adult
84% of travellers recommend
Shell Key Island Excursion
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $40
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
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.