
Longboat Key Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
AU$392
23 Aug - 24 Aug
includes taxes & fees

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 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
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
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.

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.
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.
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.
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.
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.
What to do in Longboat Key

Anna Maria Island & Bradenton Beach Parasailing Tour
AU$156
per adult
100% of travellers recommend

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
AU$79
per adult
100% of travellers recommend

Siesta Key Electric Bike Sunset Tour
AU$102
per adult
98% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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
- Waterfront
- Sea La Vie Beach House
- Anna Maria Hotels
- Family
- Runaway Bay Resort by BBG
- Bradenton Beach Hotels
- Caravan Parks in Bradenton
- 3
- 9 Mi to Beaches
- Flamingo Royale — Beach Luxury Resort
- Welcome to Shangri
- Ramon's COASTAL ESCAPE
- The "Love shack" Bungalow
- Villa Madeira
- Cortez Hotels
- Cottages in Holmes Beach
- Pelican Place at The Nautilus · Tennis & Pickleball · Steps to Beach
- Ami Escape! Direct Beach Access
- Beachfront Escape at Martinique South
- Hidden Cove #4! Beachfront Townhouse with Gulf Views and Pool Access
- Style of the Isle within walking distance to the beach
- Hotels near IMG Academy
- Hilton Hotels in Lido Key
- Keyt's Key
- Brownbunnyb&B — Immaculate Private Room in Picturesque Palmetto
- Ben's Bungalow by the Beach
- Casa Del Mar Longboat Key
- Compass Hotel by Margaritaville Anna Maria Sound
- Lgbt Welcoming Hotels in Sarasota
- Modern Coastal Home near Siesta Key and Downtown
- Sandy Shores Villa near Sieta Key and other beaches
- Sea Club I Beach Resort
- Sea Turtle
- Seaside at Anna Maria Island Inn
- Slice of Sarasota's paradise. Sarasota Waterfront
- The Mermaid at Tiny House Siesta
- The Resort at Longboat Key Club
- The Ringling Estate in Sarasota
- The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH
- Tropical Beach Resorts
- Sarasota Hotels
- Beach Hotels in Siesta Key
- Coastal Breeze Siesta Entire 4
- Near Siesta Key Beach
- Gertrude's Siesta
- New LISTING! The Village Breeze (2 units) 4BR/4Bath Pool
- Siesta Key Hotels
- Pet Friendly Hotels in Whitfield Estates
- Flights to Anna Maria Island
- Flights to Sarasota
- Flights to Siesta Key
- Flights from Sarasota-Bradenton Intl.
- Flights from Auckland (AKL) to Sarasota (SRQ)
- Flights from Brisbane (BNE) to Sarasota (SRQ)
- Flights from Boston (BOS) to Sarasota (SRQ)
- Flights from Dallas (DFW) to Sarasota (SRQ)
- Flights from New York (JFK) to Sarasota (SRQ)
- Flights from Los Angeles (LAX) to Sarasota (SRQ)
- Flights from Melbourne (MEL) to Sarasota (SRQ)
- Flights from Perth (PER) to Sarasota (SRQ)
- Flights from Raleigh (RDU) to Sarasota (SRQ)
- Flights from San Francisco (SFO) to Sarasota (SRQ)
- Flights from Sydney (SYD) to Sarasota (SRQ)
- Busch Gardens Tampa Bay
- Clearwater Beach Holidays
- Dinosaur World
- Englewood Beach
- Florida Aquarium
- Glazer Children's Museum
- Henry B. Plant Museum
- Hyde Park Village
- International Plaza and Bay Street
- John and Mable Ringling Museum of Art
- Leepa-Rattner Museum of Art
- Lido Beach
- Honeymoon Holiday Packages Lido Key
- Museum of Fine Arts
- Myakka River State Park
- Ollie's Pond Park
- Oscar Scherer State Park
- Raymond James Stadium
- Visit Indian Beach Sapphire Shores
- Visit Saint Armands Key
- Sarasota Holidays
- Visit Sarasota
- St. Armands Circle
- St. Petersburg - Clearwater Holidays
- Sunken Gardens
- Sydney Holidays
- Tampa Museum of Art
- Tampa Holidays
- Treasure Island Holidays
- Trinity Holidays
- Zootampa at Lowry Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











