Southwest Florida Vacations from ¥209,230

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The Latest Southwest Florida Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
The Retreat Collection at 1 Hotel & Homes South Beach
The Shelborne By Proper, a Member of Design Hotels
Cavalier Hotel South Beach
AKA West Palm

Where to stay in Southwest Florida

Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida

Find the Best Southwest Florida Vacation Packages

Things to do near Southwest Florida

Shopping

Coconut Point Mall, located 11.3km from Southwest Florida, offers a vibrant shopping experience with various businesses and entertainment options. For unique finds, visit the Flamingo Island Flea Market, 12.9km away, or explore Naples Marina and Excursions, just 19.3km from the area.

Recreation

Experience the energetic atmosphere at JetBlue Park at Fenway South, where you can enjoy baseball games and local sports events. For a peaceful day outdoors, head to Old Corkscrew Golf Club, surrounded by nature, or indulge in luxury at Bonita Bay East, a private club offering upscale amenities and relaxation.

Adventure

Experience thrilling water slides and wave pools at Sun N Fun Lagoon, located 19.3km from Southwest Florida. For arcade excitement, visit Beach Bowl, 24.1km away, or Bowland Midpoint, 32.2km away, where family-friendly games and adventurous vibes await.

Nightlife

Southwest Florida's nightlife is vibrant and diverse. Visit the lively bars at Fort Myers Beach for beachfront fun, or enjoy upscale cocktails at Naples’ elegant lounges. For dancing, check out clubs in downtown Fort Myers, where the energy keeps you moving all night long.

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

Find the best attractions near Southwest Florida

Southwest Florida is perfect for beach lovers and families seeking outdoor adventures. With its stunning beaches, urban parks, and modern colleges, there are plenty of attractions to explore. Popular destinations include Fort Myers Beach and various other local sites that cater to those looking for a memorable family experience. Whether you're searching for the best beaches or exciting activities, Southwest Florida offers something for every traveler.

  • Florida Gulf Coast University: This modern university, located 8.0km from Southwest Florida, offers a vibrant campus atmosphere with a blend of academic excellence and city vibes. Explore its beautiful grounds and enjoy the energetic environment that fosters creativity and learning.
  • Florida Southwestern State College: Situated 22.5km from Southwest Florida, this institution features a contemporary campus that radiates city vibes. It's a great place to soak in the local culture and observe the spirited student life in action.
  • Hertz Arena: Just 8.0km away, Hertz Arena is a lively entertainment venue that hosts various events, from concerts to sports. Experience the family-friendly atmosphere and enjoy the excitement of live performances in this dynamic space.

Best time to go to Southwest Florida

The best time to visit Southwest Florida can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Southwest Florida falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature around Southwest Florida falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No RainMostly SunnyAverageSlightly High
February67.1°F (19.5°C)No RainMostly SunnySlightly HighSlightly High
March70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
April73.8°F (23.200000000000003°C)Light RainMostly SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnySlightly HighAverage
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnySlightly LowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnySlightly LowSlightly Low
November73.0°F (22.8°C)No RainMostly SunnySlightly LowAverage
December69.3°F (20.700000000000003°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Southwest Florida

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Southwest Florida.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Southwest Florida.
  • 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.

Southwest Florida Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (5,056 reviews)
Brea

Reviewed on Feb 27, 2026

Kompose Boutique Hotel
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
8.4/10 Very Good! (2,302 reviews)
Yes

Reviewed on Feb 27, 2026

Golden Host Resort - Sarasota
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is ¥34,382 per night from Mar 17 to Mar 18
¥34,382
¥46,364 total
Mar 17 - Mar 18
includes taxes & fees
9.2/10 Wonderful! (1,948 reviews)
Short staffed in most restaurants and especially short bartenders in middle bar area. Told that late check out had to be asked on the day of checkout and only if “available “? Couldn’t ask the evening before? We stayed 3 full days and pool was closed for one of those due to a private party. The pool ...

Reviewed on Feb 28, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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.

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Frequently asked questions

Can I cancel my flight booking to Southwest Florida due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for most travel queries, including about flight changes and cancellations related to COVID-19. For greater peace of mind, read through the terms and conditions of your airfare before booking your next flight.
What's the best way to find cheap flights to Southwest Florida that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, enter your preferred dates and destination and click the "Search" button. Step 2: Check "No change fee" just under the "Flexible change policies" heading to the left of your screen. Step 3. Grab your cheap and flexible ticket to Southwest Florida.
What are some of the general tips for travelers to Southwest Florida during the COVID-19 outbreak?
The COVID-19 outbreak has triggered dramatic changes to how we travel. If you plan to visit Southwest Florida, these tips will help you navigate these new challenges and rules:
  • Before booking your flight, find out if any travel bans or restrictions apply — in both your origin and destination. Keep informed with the latest updates by checking official government websites.
  • Requirements state that you must wear a face mask at the airport, including at security checkpoints. Be prepared to adjust your mask to verify your identity when asked by a TSA employee.
  • Instead of handing a TSA officer your boarding pass, position it straight on the reader yourself. When that's done, hold it up for inspection.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will have to be removed from your bag for screening.
  • Empty your personal items from your pockets, such as your wallet and phone, and place them in your carry-on instead of into bins. This will reduce handling during the screening process.
  • If you're planning to take food on the plane, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA officer will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Southwest Florida?
Let Delta get you there. This prominent carrier provides 460 services every month to Southwest Florida Intl. Airport (RSW), a Southwest Florida gateway.
How can I find cheap tickets to Southwest Florida?
In the last seven days, was the lowest price for a flight to Southwest Florida. If you want to save even more, book well ahead of time and be flexible with your dates. Search for your journey to Southwest Florida, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Southwest Florida?
The cost of a round-trip flight to Southwest Florida in the last seven days varied between and . If you were traveling one way from (), you could have landed a cheap fare from only .
What are the most popular airports to fly into in Southwest Florida?
Southwest Florida Intl. Airport (RSW) is the main entryway for those eager to explore Southwest Florida. Roughly 3044 flights every month touch down here.
When is the cheapest time to fly to Southwest Florida?
Jet off on a Tuesday to boost your odds of getting the cheapest fare to Southwest Florida. Mondays are usually the next most affordable day to depart. Saturday is generally the costliest day to fly anywhere.
How much is a plane ticket to Southwest Florida?
In the last seven days, fares to Southwest Florida ranged from to .
Which airlines with flights to Southwest Florida employ COVID-19 cleanliness policies?
In an effort to lessen the contact between passengers and flight crew during the current pandemic, the majority of airlines have taken physical distancing and other strategies to the skies. Just a few of these are:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.