Madeira Beach Vacation Packages

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Your Madeira Beach Vacation

Enjoy unforgettable adventures when you lock in a vacation package to Madeira Beach. Whether you're a foodie, history buff or just a traveler who loves to see new places, there's something for everyone in this awesome city. If a sightseeing tour is on the cards during your trip to Madeira Beach, swing by leading attractions like Johns Pass Village & Boardwalk, Upham Beach and Pass-a-Grille Beach. A few quick clicks is all it takes to craft the ultimate Madeira Beach vacation on Expedia.

Top Madeira Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort

Innisbrook Resort

CA $872
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very good! (1,000 reviews)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,256
per person
Nov 1 - Nov 8
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,128 reviews)
Everything was great. The beds are not the most comfortable, but we were fine

Reviewed on Aug 9, 2026

The Avalon Club

The Avalon Club

CA $2,266
per person
Oct 24 - Oct 31
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (575 reviews)
Right by beach, restaurants

Reviewed on Aug 9, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,429
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (563 reviews)
Todo muy limpio

Reviewed on Aug 9, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

CA $1,397
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.6/10 Exceptional! (1,341 reviews)

Madeira Beach Beach Vacation

Listen to the waves lapping at the shore and gaze out over the shimmering waters during your Madeira Beach vacation. If you need a break from everyday life, a trip to Madeira Beach will do wonders. We have plenty of Madeira Beach packages to pick from. Lock in one near Archibald Beach Park, just 0.64 kilometres from the centre of town, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Madeira Beach

  • Choose one of our Madeira Beach beach hotels to enjoy this destination at its very best. Wander along the shore and watch some stunning sunrises right on your front door.
  • Our condos, including Barefoot Beach Club and Madeira Bay Resort II by Travel Resort Services, are popular with visitors of all types. Consider the facilities and get ready for your stay in Madeira Beach!
  • There are plenty of activities that keep the 4,400 or so residents of Madeira Beach occupied. Browsing our Madeira Beach things to do page will let you in on the best of what this place has to offer.
  • Score great deals with a Madeira Beach vacation package. With that extra money in your wallet, you won't regret indulging in the best this destination has to offer. Hubbards Marina, Archibald Beach Park and Archibald Beach Park are excellent places to start.

Ready to book your vacation to Madeira Beach?

Choose your dates

Madeira Beach Hotel Deals

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

15015 Madeira Way Madeira Beach FL
Fully refundable
CA $171
CA $193 total
Aug 30 - Aug 31
includes taxes & fees
Cambria Hotel St Petersburg-Madeira Beach Marina
Barefoot Beach Club

Barefoot Beach Club

13238 Gulf Blvd Madeira Beach FL
Fully refundableReserve now, pay when you stay
CA $156
CA $231 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (1,405 reviews)
"The stay was absolutely wonderful. The room was amazing. It had two rooms, one for the kids, one for the wife and I. Full kitchen and washer and dryer for our beach clothes. The pool was wonderful and I could barely get my daughter out. Access to the beach was perfect. My wife especially loved the ..."

Reviewed on Aug 9, 2026

Barefoot Beach Club
John's Pass Hotel

John's Pass Hotel

12854 Johns Wy Madeira Beach FL
CA $124
CA $162 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (420 reviews)
"Such a fantastic location and great accommodations! We were worried about the contactless check- in process and the parking garage, but followed the instructions sent via Expedia and all worked like clockwork! Room was nicely appointed. Huge shower, plenty of closet space and large amount of drawer ..."

Reviewed on Aug 9, 2026

John's Pass Hotel
See all 1,296 properties in Madeira Beach
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.

Stay near popular Madeira Beach attractions

A waterfront area with docked boats, a pier, and buildings with commercial signs.

John's Pass Village & Boardwalk

9.2/10 (5,191 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.
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A lighthouse by a calm waterfront at sunset.

Hubbards Marina

9.2/10 (210 reviews)
Explore the waterfront in Madeira Beach with a trip to Hubbards Marina. Discover the beautiful sunsets and top-notch restaurants in this family-friendly area.
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A person jumping on a beach with a sunset in the background.
Photo by cyclone_trudy

Archibald Beach Park

8.6/10 (85 reviews)
Why not spend a lazy afternoon at Archibald Beach Park during your trip to Madeira Beach? Wander the beautiful beaches and seaside in the area.
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A Veterans Memorial Island Sanctuary pathway with an American flag, benches, and a signboard.

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.
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Madeira Beach

Why not spend a lazy afternoon at Madeira Beach during your trip to Madeira Beach? Wander the beautiful beaches and seaside in the area.
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Remember Our Children Park

Explore the great outdoors at Remember Our Children Park, a lovely green space in Madeira Beach. Wander the beautiful beaches and seaside in the area.
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The Church by the Sea

The Church by the Sea is just one of the places to see in Madeira Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in the area.
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What to do in Madeira Beach

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $52
per adult
94% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $52
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key

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

CA $109
per adult
100% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
See all activities in Madeira Beach

Frequently asked questions

How much does a Madeira Beach vacation package cost?
Offering excellent value package deals from CA $872 on Expedia, you'll be thrilled with how little a vacation to Madeira Beach costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Madeira Beach?
September, October and November are great times to look for cheap Madeira Beach vacation packages. Choosing to travel in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Madeira Beach?
We suggest planning a Madeira Beach vacation for around 3 days. This will allow you plenty of time to tick off key attractions such as Hubbards Marina and St. Petersburg Municipal Beach, as well as check out neighbourhoods like South Pinellas Community Council and La Vista. You could even slot in one or two day trips outside of Madeira Beach.
Is it worth booking a vacation package to Madeira Beach?
Popular for its coastal beaches, festivals and fishing, a Madeira Beach vacation has something for everyone. Be sure to check out leading sights like John's Pass Village & Boardwalk and Hubbards Marina, and consider renting some wheels for day trips to explore even more.
How to find the best Madeira Beach package deals?
Finding a cheap Madeira Beach package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Madeira Beach package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Madeira Beach vacation as a package?
You can enjoy significant savings on your Madeira Beach break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Madeira Beach?
Land incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Madeira Beach adventure.
How to plan a trip to Madeira Beach?
  1. Pick your dates: What you'd like to do in Madeira Beach and your favourite season can help you decide when to go.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Madeira Beach.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Madeira Beach. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Madeira Beach vacation package for you.

Explore a world of travel with Expedia

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