Longboat Key Vacations from $568

A Longboat Key vacation package lets you combine round-trip flights, hotel stays, and rental cars. Nearly all package hotels offer ocean views, and many properties provide direct beach access to the island's renowned beaches. Many hotels here also offer free breakfast, and some provide airport shuttle service to Tampa, FL (TPA-Tampa Intl.) or Sarasota, FL (SRQ-Sarasota-Bradenton Intl.).


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

When you bundle, you can save up to 30%*. To save money on a Longboat Key package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

For families, a Longboat Key vacation package with a stay at The St. Regis Longboat Key Resort is an excellent choice. This 5-star property, rated 8.8 out of 10, offers family rooms, a kids club, and an outdoor pool, making it ideal for travelers with children. Guests frequently praise the kind staff and gorgeous facilities.


Couples seeking a romantic escape might consider a package featuring The Resort at Longboat Key Club. This 4-star resort, rated 8.3 out of 10, provides a bar/lounge, hot tub, and outdoor pool, creating a relaxing atmosphere. Travelers often highlight the perfect location and attentive staff.


For a luxurious yet value-conscious Longboat Key vacation package, consider staying at Zota Beach Resort. This 4-star property, rated 8.6 out of 10, costs around $310 per night and features a large outdoor pool and free breakfast. Travelers consistently describe the overall experience as fantastic, praising the spacious rooms and attentive staff.


*Package availability and prices may change depending on dates and demand.

Longboat Key is primarily a beach destination, making it ideal for a relaxing Longboat Key vacation focused on sun and sand. Nearly all package hotels offer ocean views, and you'll find beautiful stretches of coastline like Longboat Key Beaches, located about 3 miles from central Longboat Key.


The area has a rich history, including early Native American inhabitants and tales of pirates like Jean Lafitte. Your Longboat Key vacation will center on the coastal experience, with cultural exploration as an optional addition.

Longboat Key is a strong choice for family vacation packages, offering a relaxed beach setting with amenities designed for all ages. Many resorts feature family rooms and outdoor pools, and some even include kids clubs to keep younger travelers entertained.


For example, the 5-star The St. Regis Longboat Key Resort, rated 8.8 out of 10, is a great option for families with its kids club and outdoor pool; travelers often praise the kind staff and gorgeous facilities. Beyond the resorts, families can enjoy the soft sands of Longboat Key Beaches, about 3 miles from central Longboat Key, or head to Coquina Beach, about 4 miles away, which offers picnic areas and playgrounds.

Longboat Key beach vacation packages typically bundle flights with a stay at a hotel or resort that offers easy access to the area's beautiful beaches. For instance, The Resort at Longboat Key Club, a 4-star property rated 8.3 out of 10 by travelers, features an outdoor pool and kitchens in some units, and is about 5 miles from Siesta Key Beach. Another strong choice is The St. Regis Longboat Key Resort, a 5-star property rated 8.8 out of 10, which includes a kids club and an outdoor pool, located about 7 miles from Siesta Key Beach. Specific inclusions like on-site dining, water sports, or direct beach access depend on the hotel and the rate chosen for your Longboat Key vacation package, while tours and excursions are generally separate.

Nearly all of the package hotels in Longboat Key offer options for an ocean view. For your Longboat Key vacation package, consider The St. Regis Longboat Key Resort, a 5-star property rated 8.8 out of 10 by travelers, which is about 7 miles from Siesta Key Beach. Another option is Zota Beach Resort, a 4-star property rated 8.6 out of 10, located about 11 miles from Siesta Key Beach. Keep in mind that ocean views depend on the specific room and rate booked, rather than being a standard inclusion in every package.

A Longboat Key vacation offers plenty of opportunities to enjoy the beautiful Gulf Coast beaches:


Browse and book things to do in Longboat Key on Expedia.

For a Longboat Key vacation package, a rental car offers the most flexibility, especially since it's a beach destination outside a major city. While many resorts provide on-site dining and activities, a car allows you to explore the island and surrounding areas at your own pace.


Longboat Key is about 41 miles from Tampa International Airport (TPA), and taxis or ride-share services are available for airport transfers. However, for exploring beyond your resort or visiting nearby attractions, a rental car is highly recommended for Longboat Key beach vacation packages.

Longboat Key vacation package hotels offer a range of locations, from being right in the heart of the island's activity to more secluded spots.


For instance, Zota Beach Resort is conveniently located about 1 mile from central Longboat Key. Other options like The St. Regis Longboat Key Resort are about 5 miles from the center, while The Resort at Longboat Key Club is about 7 miles away. This variety means you can choose a package that places you close to specific attractions or offers a more tranquil setting, depending on your preference.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Longboat Key vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Longboat Key, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Longboat Key vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Longboat Key getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.