Longboat Key Holidays

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Things to do in and around Longboat Key

Longboat Key is perfect for a beach-themed family holiday, offering attractions like shopping centres and resorts. Visitors can indulge in bird watching, explore a nearby aquarium, and even spot dolphins in their natural habitat. This tranquil destination combines relaxation with engaging activities, making it an ideal getaway for those seeking sun and adventure.

Shopping

For a delightful shopping experience in Longboat Key, visit Bridge Street, just 6.4km away, offering a charming atmosphere. Merchants Pointe Shopping Center is 14.5km away, featuring a variety of shops. If you're up for a drive, West Coast Surf Shop, located 11.3km away, is worth exploring.

Recreation

Enjoy a rejuvenating experience at Aluna Wellness Center & Spa, where you can unwind with luxurious treatments. For sports enthusiasts, LECOM Park offers an energetic atmosphere, while Van Wezel Performing Arts Hall showcases captivating performances, perfect for a romantic evening or family outing.

Adventure

The Longboat Key Public Tennis Center offers an exhilarating experience for tennis enthusiasts, featuring well-maintained courts in a vibrant atmosphere. For water sports, AMI Paddleboard Adventures provides thrilling paddleboarding options 11.3km away, while Blue Water Explorers, located 6.4km away, invites you to explore the underwater world with exciting diving opportunities.

Nightlife

Longboat Key boasts a relaxed nightlife with beachfront bars and fine dining. Enjoy cocktails at the Chart House, then wander to the Mar Vista Dockside Restaurant for live music and stunning sunset views. For a vibrant atmosphere, visit the nearby St. Armands Circle for more dining and entertainment options.

*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 is an ideal destination for beach, city-themed, and family holidays. Visitors can explore stunning beaches, marinas, and modern attractions, offering a blend of culture and outdoor experiences. Don't miss out on the beautiful Lido Key Beach and the picturesque Longboat Key beaches for a perfect seaside escape.

  • IMG Academy: Located a mere 6.4km from Longboat Key, IMG Academy is renowned for its elite sports training facilities. Visitors can immerse themselves in a vibrant atmosphere filled with athletic excellence, offering opportunities to watch aspiring athletes train in various sports, from tennis to football.
  • St. Armands Circle: Just 12.9km away, St. Armands Circle boasts a lively street atmosphere with a variety of boutique shops and dining options. It's a perfect blend of city vibes and coastal charm, making it a delightful spot for leisurely strolls and people-watching.
  • Anna Maria Sound: Situated 9.7km from Longboat Key, Anna Maria Sound is a picturesque harbour offering stunning beach views and serene scenery. It's an ideal location for water activities or simply relaxing by the shore, soaking in the natural beauty of the area.

Best time to go to Longboat Key

The best time to visit Longboat Key can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Longboat Key falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature in Longboat Key falls in January, 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

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
The price is S$390 per night from 6 Aug to 7 Aug
S$390
6 Aug - 7 Aug
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Everything was wonderful !!!"

Reviewed on 3 Aug, 2026

Zota Beach Resort
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
Fully refundableReserve now, pay when you stay
The price is S$1,180 per night from 11 Aug to 12 Aug
S$1,180
11 Aug - 12 Aug
includes taxes & fees
The St. Regis Longboat Key Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road Longboat Key FL
Fully refundableReserve now, pay when you stay
The price is S$752 per night from 5 Aug to 6 Aug
S$752
5 Aug - 6 Aug
includes taxes & fees
9/10 Wonderful! (739 reviews)
"Was a beautifully maintained resort. Great access to beach and pool great poolside service. Stayed in a suite with a lagoon view and sofa bed. The kitchenette and washer /dryer was super useful. Had to ask for certain items to be replenished (water bottles/toilet roll/coffee) but staff were super ..."

Reviewed on 31 Jul, 2026

The Resort at Longboat Key Club
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

What to do 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.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.