Longboat Key Holidays

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Top Flight + Hotel Deals in Longboat Key

Price found within the past 48 hours. Click for updated prices.
MainStay Suites Tampa Moffitt-USF

MainStay Suites Tampa Moffitt-USF

Temple Terrace
€959
per person
9 Nov - 16 Nov
found 10 hours ago
Return direct flight included
Shannon (SNN) to Tampa (TPA)
8.4/10 Very good! (873 reviews)
Landing Tampa Westshore

Landing Tampa Westshore

Port Tampa City
€1,406
per person
9 Nov - 16 Nov
found 10 hours ago
Return direct flight included
Shannon (SNN) to Tampa (TPA)
9/10 Wonderful! (197 reviews)
All was wonderful. We had a problem with the concrete curbs. The curb grabbed our bumper and pulled the front end of our bumper off when we had to back out. It has cost us several thousand dollars for the repairs. Otherwise it was a beautiful facility.

Reviewed on 21 Sept 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

Downtown Tampa
€1,145
per person
9 Nov - 16 Nov
found 10 hours ago
Return direct flight included
Shannon (SNN) to Tampa (TPA)
8.6/10 Excellent! (2,767 reviews)
Great view and people!

Reviewed on 28 Sept 2026

The Palm Exclusive Tropical Luxury on the Water

The Palm Exclusive Tropical Luxury on the Water

Rocky Point
€1,244
per person
9 Nov - 16 Nov
found 1 hour ago
Return direct flight included
Shannon (SNN) to Tampa (TPA)
7.4/10 Good! (3 reviews)
It is not on the beach. Pictures misleading….Door was broken, bathtub flooded in minutes and fire alarm would go off when a hot shower was took. Quick to take ur money for early check-in/late check out almost could feel the greed. But nice pool war with amazing bartender and food.

Reviewed on 24 Sept 2026

Serenity on the Sea Luxury Condo w Prvt Balcony

Serenity on the Sea Luxury Condo w Prvt Balcony

Rocky Point
€1,232
per person
9 Nov - 16 Nov
found 2 hours ago
Return direct flight included
Shannon (SNN) to Tampa (TPA)
8/10 Very good! (5 reviews)
Calling this a ‘luxury’ listing is a joke. We had cockroaches in our room to which no accommodative action was taken. They would not move us rooms nor was there any monetary compensation given despite multiple pictures and emails about the issue. Dishes were dirty in the cupboards. Everything was cheap or falling apart - shower rod was falling out of the wall, furniture was stained and had cheap covers on them, patio furniture was a small cheap wooden set that had mold on the table and cushions, the mattress didn’t have a protector and was stained, there were finger prints and old oil splatter all over the cupboards, walls and stove, the fridge door doesn’t shut, and so on and so forth. Don’t waste your money.

Reviewed on 25 Jun 2026

Things to do in and around Longboat Key

Longboat Key is an ideal destination for beach, city-themed, and family holidays. Visitors can enjoy a variety of activities, including exploring shopping centres and resorts. For those seeking adventure, nearby attractions include an aquarium, opportunities for bird watching, and the chance to spot dolphins in their natural habitat. With its stunning coastline and vibrant atmosphere, Longboat Key offers something for everyone to enjoy.

Shopping

For a delightful shopping experience in Longboat Key, visit Bridge Street, only 6.4km away, offering a charming atmosphere. The Merchants Pointe Shopping Center is also nearby at 14.5km; if you're up for a drive, explore it for a wider selection of shops and entertainment.

Recreation

At Aluna Wellness Center & Spa, indulge in rejuvenating body treatments that promote relaxation and well-being. Enjoy an enchanting performance at the Sarasota Ballet, just 9.7km away, or cheer on your favourite team at LECOM Park, 11.3km from Longboat Key, amidst vibrant sporting energy.

Adventure

Experience AMI Paddleboard Adventures for thrilling water sports, only 11.3km from Longboat Key, where you can paddle through serene waters. For tennis enthusiasts, the Longboat Key Public Tennis Center offers exciting matches right in the heart of the area. Dive into adventure with Blue Water Explorers, located 6.4km away, for exceptional underwater exploration.

Nightlife

Longboat Key offers a relaxed nightlife with charming beach bars and upscale dining. Visit the Beach House for stunning sunset views and cocktails, or enjoy live music at the Lazy Lobster. For a laid-back vibe, head to the Shuckers for fresh seafood and a friendly atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Longboat Key

Longboat Key, Florida, is an idyllic destination for beach, family, and city-themed vacations. Visitors can enjoy beautiful beaches, marinas, and modern attractions, ideal for those seeking cultural experiences and outdoor activities. Notable points of interest include Lido Key Beach and the stunning shores of Longboat Key itself, providing ample opportunities for relaxation and adventure in a picturesque setting.

  • Lido Beach: Experience the perfect beach vibes at Lido Beach, located 14.5km from Longboat Key. This stunning stretch of sand offers sunbathing, swimming, and picturesque sunsets, making it an ideal spot for relaxation and leisure.
  • St. Armands Circle: Just 12.9km away, St. Armands Circle is a vibrant street filled with boutique shops, dining options, and art galleries. Enjoy a leisurely stroll and immerse yourself in the lively city atmosphere while sampling delectable cuisine.
  • Sarasota Classic Car Museum: Located 11.3km from Longboat Key, this museum showcases a rich collection of classic cars, offering a unique glimpse into automotive history. It’s a perfect family-friendly attraction that combines culture and nostalgia.

Best time to go to Longboat Key

The best time to visit Longboat Key is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
February65.5°F (18.6°C)No RainMostly SunnyAverageSlightly High
March68.4°F (20.2°C)Light RainMostly SunnyModerately HighSlightly High
April73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyModerately HighAverage
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Moderate RainMostly SunnyAverageSlightly Low
October77.0°F (25.0°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowSlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Longboat Key

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically September to November) for more affordable package holidays to Longboat Key.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Longboat Key

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
€808
29 Sept - 30 Sept
includes taxes & fees
The St. Regis Longboat Key Resort
Zota Beach Resort

Zota Beach Resort

4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
€247
29 Sept - 30 Sept
includes taxes & fees
Zota Beach 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
€485
29 Sept - 30 Sept
includes taxes & fees
9/10 Wonderful! (765 reviews)
"Wonderful beach place to stay"

Reviewed on 18 Sept 2026

The Resort at Longboat Key Club
See all 909 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 coastal cityscape with a bridge, marina, and lush greenery.

Longboat Key Beaches

9.6/10 (394 reviews)
Why not spend a lazy afternoon at Longboat Key Beaches during your trip to Longboat Key? Wander the beautiful beaches in this relaxing area.
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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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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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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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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

Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

€47
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

€94
per adult
100% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
Anna Maria Island Dolphin Sightseeing Adventure

Anna Maria Island Dolphin Sightseeing Adventure

€47
per adult
96% of travellers recommend
Anna Maria Island Dolphin Sightseeing Adventure
See all activities in Longboat Key

Frequently asked questions

How much does a Longboat Key holiday package cost?
Offering excellent value package deals from €959 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.

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.