Longboat Key Holidays

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Your Longboat Key Holiday

With one of our holiday packages to Longboat Key, you'll find countless opportunities for fun and excitement. There's tons to experience, including its laid-back lifestyle and spectacular views. If a sightseeing tour is on the agenda during your trip to Longboat Key, check out popular attractions like IMG Academy, Coquina Beach and Cortez Beach. Don't put off visiting this destination any longer. Your dream Longboat Key holiday is a couple of clicks away with Expedia.

Longboat Key Holiday

Longboat Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sarasota-Bradenton Intl. Airport (SRQ)
Population
7,300
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Coquina Beach, Anna Maria Beach and Bradenton Beach

Our pick of the best Longboat Key Hotel Deals

Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
AU$392
23 Aug - 24 Aug
includes taxes & fees
Zota Beach Resort
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL
Fully refundableReserve now, pay when you stay
AU$1,283
23 Aug - 24 Aug
includes taxes & fees
9.8/10 Exceptional! (90 reviews)
"Great staff and close attention to detail. Helpful all around. Great restaurants."

Reviewed on 14 Aug 2026

The St. Regis Longboat Key Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

220 Sands Point Road Longboat Key FL
Fully refundableReserve now, pay when you stay
AU$786
23 Aug - 24 Aug
includes taxes & fees
The Resort at Longboat Key Club
See all 883 properties in Longboat Key
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 Longboat Key attractions

A lake with clear water, surrounded by dense green trees and a partly cloudy sky.
Photo by throwingsofas

Jewfish Key

9.0/10 (34 reviews)
This secluded island off Longboat Key is only accessible by boat, offering pristine sandbars and crystal-clear waters. Bring snorkelling gear to discover abundant marine life in this tranquil Gulf Coast retreat.
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A white heron standing on a tree branch with Spanish moss.

Quick Point Nature Reserve

8.4/10 (43 reviews)
This 34-acre coastal preserve showcases Florida's natural beauty through mangrove forests and tidal lagoons. Stroll the scenic boardwalks at low tide for prime birdwatching and wildlife observation opportunities.
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Harborside Golf Course at Longboat Key Club

9.0/10 (40 reviews)
Bordered by Sarasota Bay, this 27-hole golf course challenges players with tight fairways and strategic water hazards. Reserve a morning tee time to experience the pristine Platinum Paspalum greens at their best.
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Links on Longboat

8.6/10 (62 reviews)
This seaside links-style course challenges golfers with ocean breezes and water hazards on most holes. Enjoy the panoramic views of palm-lined fairways while egrets and herons add to the serene atmosphere.
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Longboat Key Public Tennis Center

This well-maintained tennis centre offers pristine courts in a picturesque Florida setting. Reserve your morning court time and bring equipment for a perfect match under the gentle winter sunshine.
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Shoppes of Bay Isles

8.4/10 (8 reviews)
You can browse for the perfect souvenirs at Shoppes of Bay Isles during your visit to Longboat Key. Stroll along the marina or discover the area's beautiful sunsets.
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What to do in Longboat Key

Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

AU$156
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

AU$79
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

AU$102
per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
See all activities in Longboat Key

Frequently asked questions

How much does a Longboat Key holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Longboat Key costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Longboat Key?
January, August and December are the best times to search for cheap Longboat Key holiday packages. Choosing to travel in less busy periods means you'll typically find better prices on hotels and flights.
How many days is enough for Longboat Key?
With a well-planned itinerary, you can easily hit the top Longboat Key attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Longboat Key holiday for longer.
Is it worth booking a holiday package to Longboat Key?
Longboat Key has everything you need for a fantastic trip — coastal beaches, views and watersports are just the start. Whether you'd like to check out attractions such as Jewfish Key and Cannons Marina, or venture off the beaten track, there's plenty to experience on your Longboat Key holiday.
How to find the best Longboat Key package deals?
Use Expedia's handy filters to help you find some tempting Longboat Key package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Longboat Key package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Longboat Key holiday as a package?
You can enjoy significant savings on your next Longboat Key retreat by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Longboat Key?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Longboat Key trip.
How to plan a trip to Longboat Key?
  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite season and the available activities will also help you decide when to visit Longboat Key.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Longboat Key.
  3. Decide how many days away: Start by listing all the activities and attractions you want to get to in Longboat Key. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customised Longboat Key holiday package.

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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.