Title: Longboat Key Vacation Packages 2026 from $564 | Expedia.com [Longboat Key Travel Guide](https://expedia.com/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.com/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.com/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.com/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.com/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Car Rentals in Longboat Key](https://expedia.com/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide) ![](https://images.trvl-media.com/place/8409/7b518a85-26ff-489c-a959-53d1f90b5599.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Longboat Key Vacations from $564 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Longboat Key Vacation With a reputation for its laid-back lifestyle and spectacular views, Longboat Key is an ideal getaway destination. Lock in one of our Longboat Key vacation packages and experience all that this fascinating city has to offer. [IMG Academy](https://www.expedia.com/IMG-Academy-Bradenton.d6296268.Vacation-Attraction), [Coquina Beach](https://www.expedia.com/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction) and [Cortez Beach](https://www.expedia.com/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) are just a few of the attractions worth checking out during your trip to Longboat Key. Expedia will help you escape your daily routine. Tailor your vacation to Longboat Key to suit your travel style, whatever that may be. ## The Latest Longboat Key vacation packages Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/d8e0ef7d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites Save 100% on your flight $564 per person Apr 6 - Apr 11 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.6/10 Excellent! (60 reviews) Older property but very well maintained. It was clean and had everything we needed for our stay. Great communication with the host. Reviewed on Feb 10, 2026 ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seaside at Anna Maria Island Inn $2,241 per person Mar 31 - Apr 5 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Sarasota (SRQ) 9.6/10 Exceptional! (45 reviews) Un lugar maravilloso que invita a disfrutar Reviewed on Feb 15, 2026 ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Captiva Beach Resort South Village Save 100% on your flight $684 per person Apr 30 - May 5 found 1 day ago Roundtrip flight included Boston (BOS) to Sarasota (SRQ) 9/10 Wonderful! (1,156 reviews) Upon arriving at the resort, found this place to be charming. Our room had a kitchenette with small dining table and 4 chairs, 2 queen beds - which were very comfortable and a nice bathroom. The court yard was lovely! The pool was nice as well! Beach access about a 3-4 minute walk away from the resort. Lastly, I want to give a shoutout to the staff in the office. They could not have been nicer! Plan on booking another stay at Captive Beach resort next year. Reviewed on Feb 21, 2026 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/f22dde90_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota $685 per person Apr 27 - May 2 found 1 day ago Roundtrip flight included Boston (BOS) to Tampa (TPA) 8.2/10 Very Good! (515 reviews) All of those and the wonderful, helpful staff Reviewed on Feb 19, 2026 ![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0a89d66d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cedar Cove Resort and Cottages Save 100% on your flight $1,568 per person Mar 31 - Apr 5 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Sarasota (SRQ) 9.2/10 Wonderful! (480 reviews) Everything was perfect cant wait to go back Reviewed on Feb 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Longboat Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-25/2026-04-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_8409) ### Discover the most popular places to visit in Longboat Key ![Jewfish Key is a private island that we kayaked around. We saw a couple dolphins playing nearby too, but the main attraction to the public is large sandbar nearby. We rented our kayaks from a place called Kayak Jack's. They were great! You pick a drop-off location and specify a time and your kayaks will be awaiting you, ready for launch! http://www.kayak-jacks.com “You choose the location, We bring the Fun!” ](https://images.trvl-media.com/place/8409/f871c26b-7aef-43c3-b56c-b58829540b19.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jewfish Key Commune with nature and explore the great outdoors at Jewfish Key during your travels in Longboat Key. Wander the beautiful beaches in this relaxing area. [](https://expedia.com/Jewfish-Key-Longboat-Key.d553248635976197473.Vacation-Attraction) ![The Cannon near St. Thomas Island Marina](https://images.trvl-media.com/place/6295961/4efd36c0-d69d-4e81-bfca-59432d0dad6f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cannons Marina Explore the waterfront in Longboat Key with a trip to Cannons Marina. Wander the beautiful beaches and seaside in the area. [](https://expedia.com/Cannons-Marina-Longboat-Key.d6295961.Vacation-Attraction) ![Wildlife reserve](https://images.trvl-media.com/place/553248621561884473/4eec36cc-a691-486e-826b-ca8976b9cb6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Quick Point Nature Reserve 4/5(6 reviews) Enjoy the beautiful sunsets and explore Quick Point Nature Reserve, a lovely green space in Longboat Key. While you're in the area, stroll along the beautiful beaches. [](https://expedia.com/Quick-Point-Nature-Reserve-Longboat-Key.d553248621561884473.Vacation-Attraction) ### What to do in Longboat Key ![Kayak Tour through Mangrove Tunnels](https://mediaim.expedia.com/localexpert/2804370/952d1574-7738-46f0-a74e-760ca8ad9fa2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mangroves, Manatees, and a Hidden Beach: Kayak Tour $59 per adult **94%** of travellers recommend [](https://expedia.com/things-to-do/mangroves.a2804370.activity-details) ![Sarasota - Clear Kayak LED Night Glass Bottom Tour](https://mediaim.expedia.com/localexpert/45717106/f435da41-0a9c-44f3-918f-9f8d619256f6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sarasota - Clear Kayak LED Night Glass Bottom Tour $65 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/sarasota-clear-kayak-led-night-glass-bottom-tour.a45717106.activity-details) ![Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour](https://mediaim.expedia.com/localexpert/47882758/2ec2e6d6-5025-4030-af1a-c50911af2840.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bradenton: Anna Maria Island Guided Kayaking Manatee Tour $55 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/bradenton-anna-maria-island-guided-kayaking-manatee-tour.a47882758.activity-details) [See all activities in Longboat Key](https://expedia.com/things-to-do/search?rid=8409) ## Longboat Key Hotel Deals ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Zota Beach Resort 4711 Gulf of Mexico Dr Longboat Key FL Fully refundableReserve now, pay when you stay $449 nightly $507 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (1,001 reviews) Clean and super convenient. Reviewed on Feb 24, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=15703469&PinnedHotelID=15703469&HadPinnedHotel=true®ionId=8409) ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The St. Regis Longboat Key Resort 1601 Gulf Of Mexico Drive Longboat Key FL $1,584 nightly $1,790 total Mar 22 - Mar 23 Total with taxes and fees 9.8/10 Exceptional! (63 reviews) great property great service expensive but worth it in my opinion Reviewed on Feb 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=5487&PinnedHotelID=5487&HadPinnedHotel=true®ionId=8409) ![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Resort at Longboat Key Club 220 Sands Point Road Longboat Key FL $929 nightly $1,050 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (696 reviews) Hotel was great - location, amenities, service and cleanliness. Can’t wait to go back. The Rent A Car company -Priceless- was a disaster and ripoff. Located off-airport in a seedy area. Still waiting for reimbursement of $350 extra insurance they required. I’ve never had to provide a copy of the ... Reviewed on Feb 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=27542&PinnedHotelID=27542&HadPinnedHotel=true®ionId=8409) [See all 897 properties in Longboat Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F26%2F2026&endDate=2%2F27%2F2026®ionId=8409) 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. ## Find the Best Longboat Key Vacation Packages ### Things to do in and around Longboat Key Longboat Key is perfect for beach and family vacations, offering a mix of outdoor adventures and quiet beaches. Visitors can explore local shopping centers and resorts while enjoying various entertainment attractions. Whether you're looking to relax on the sand or engage in fun activities, Longboat Key provides a charming getaway with something for everyone. **Shopping** For a charming shopping experience, visit [Bridge Street](https://www.expedia.com/Bridge-Street-Bridge-Street.d905403539302703104.Vacation-Attraction), just 4 miles away, offering a mix of local businesses and family-friendly vibes. [West Coast Surf Shop](https://www.expedia.com/West-Coast-Surf-Shop-Holmes-Beach.d553248621563219950.Vacation-Attraction), 7 miles from Longboat Key, is perfect for surf enthusiasts. If you're up for a drive, check out the [Red Barn Flea Market Plaza](https://www.expedia.com/Red-Barn-Flea-Market-Plaza-West-Samoset.d6180446.Vacation-Attraction), 8 miles away, for unique finds. **Recreation** At [Aluna Wellness Center & Spa](https://www.expedia.com/Aluna-Wellness-Center-Spa-Bradenton-Beach.d553248621532652608.Vacation-Attraction), indulge in rejuvenating body treatments that promote relaxation and wellness, just 5 miles from Longboat Key. For a cultural experience, enjoy performances at [Van Wezel Performing Arts Hall](https://www.expedia.com/Van-Wezel-Performing-Arts-Hall-Central-Sarasota.d6068711.Vacation-Attraction), located 8 miles away, offering a blend of entertainment and romance. **Adventure** Experience thrilling underwater adventures with [Blue Water Explorers](https://www.expedia.com/Blue-Water-Explorers-Cortez.d553248621532652606.Vacation-Attraction), located 4 miles from Longboat Key, where you can explore vibrant marine life. For a fun-filled day on the water, [AMI Paddleboard Adventures](https://www.expedia.com/AMI-Paddleboard-Adventures-Holmes-Beach.d553248621532652591.Vacation-Attraction), 7 miles away, offers paddleboarding in a stunning outdoor setting. Enjoy tennis at the Longboat Key Public Tennis Center, right in the area. **Nightlife** Longboat Key offers a relaxed nightlife with stunning beach views. Enjoy cocktails at the charming Beach House Restaurant, or unwind at the lively Mar Vista Dockside Restaurant and Pub. For a more upscale vibe, check out the elegant dining at the Chart House, perfect for a memorable evening. \*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 a fantastic destination for beach lovers and families, offering a blend of outdoor activities and cultural experiences. Visitors can enjoy attractions like Lido Key Beach, local gyms, and marina access. With its beautiful beaches and nearby modern amenities, Longboat Key is perfect for those seeking relaxation or adventure. Explore the scenic landscapes and enjoy the vibrant community, making it an ideal getaway for travelers of all types. - **[IMG Academy: ](https://www.expedia.com/IMG-Academy-Bradenton.d6296268.Vacation-Attraction)** A premier sports training destination, IMG Academy offers a unique opportunity to witness elite athletes in action. With state-of-the-art facilities, you can enjoy a range of sports events or even participate in youth camps, making it a hub for sports enthusiasts and aspiring athletes alike. - **[Lido Beach: ](https://www.expedia.com/Lido-Beach-Sarasota.d6145141.Vacation-Attraction)** This stunning beach boasts soft, white sands and vibrant beach vibes, making it perfect for sunbathing, swimming, or beachcombing. With its picturesque sunsets and inviting waters, Lido Beach is an ideal spot for relaxation and family fun. - **[St. Armands Circle: ](https://www.expedia.com/St-Armands-Circle-Saint-Armands-Key.d6066013.Vacation-Attraction)** A bustling hub of shopping and dining, St. Armands Circle offers a chic urban atmosphere. Explore unique boutiques, indulge in gourmet cuisine, and enjoy live entertainment, all within a vibrant, walkable environment that captures the essence of coastal city life. ### 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 62.6°F (17.0°C) | Light Rain | Mostly Sunny | Average | Average | | February | 65.5°F (18.6°C) | No Rain | Mostly Sunny | Average | Slightly High | | March | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | April | 73.8°F (23.2°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | May | 78.1°F (25.6°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.0°F (27.8°C) | Light Rain | Mostly Sunny | Average | Average | | July | 83.1°F (28.4°C) | Moderate Rain | Mostly Sunny | Moderately High | Average | | August | 83.5°F (28.6°C) | Moderate Rain | Mostly Sunny | Average | Average | | September | 81.5°F (27.5°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | October | 77.0°F (25.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | November | 70.5°F (21.4°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### 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 to Longboat Key during the low season (September to November) for more affordable options. - 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. ## Longboat Key Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Sarasota-Bradenton Intl. Airport (SRQ) | | Population | 7,300 | | Max Temp Winter | 70ºF | | Max Temp Summer | 90ºF | | Top Sights | [Coquina Beach](https://www.expedia.com/Coquina-Beach-Bradenton-Beach.d6296222.Vacation-Attraction), [Anna Maria Beach](https://www.expedia.com/Anna-Maria-Beach-Florida.d553248635977261016.Vacation-Attraction) and [Cortez Beach](https://www.expedia.com/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Longboat Key vacation package cost? ### What are the cheapest months to go to Longboat Key? ### How many days is enough for Longboat Key? ### Is it worth booking a vacation package to Longboat Key? ### How to find the best Longboat Key package deals? ### Is it cheaper to book a Longboat Key vacation as a package? ### When to book a vacation package to Longboat Key? ### How to plan a trip to Longboat Key? > 1. Choose when to get away: Check your calendar and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to visit Longboat Key. > 2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Longboat Key. Then, choose a property that suits your budget, whether that's a wallet-friendly option or a more upscale retreat. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Longboat Key: Research every aspect of your trip to Longboat Key with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings. > 4. Work out your trip length: Think about how long you'd like to spend discovering Longboat Key. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace. > 5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Longboat Key vacation package. > 6. Add on excursions and experiences: Read our dedicated travel guide to find some incredible [things to do in Longboat Key](https://www.expedia.com/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities) in Longboat Key. Book tickets or make reservations in advance to save time and avoid the stress of trying to find activities when you arrive. ### Does Expedia offer Book Now, Pay Later Longboat Key vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Cannons Marina ](https://www.expedia.com/Cannons-Marina-Hotels.0-l6295961-0.Travel-Guide-Filter-Hotels) - [Anna Maria Island Hotels ](https://www.expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels) - [Gay friendly Hotels in Longbeach Village ](https://www.expedia.com/Longbeach-Village-Longboat-Key-Hotels-LGBT-Welcoming-Hotel.0-n553248635976481697-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Hotels near Longbeach Village ](https://www.expedia.com/Longbeach-Village-Longboat-Key-Hotels.0-n553248635976481697-0.Travel-Guide-Filter-Hotels) - [Hotels near Longboat Key Beaches ](https://www.expedia.com/Longboat-Key-Beaches-Hotels.0-l553248635976496776-0.Travel-Guide-Filter-Hotels) - 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