A marina with colorful buildings and palm trees.

Naples Vacation Packages

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Top Naples vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Aug 24 - Aug 30

    The Perry Hotel Naples + Flight

    Naples
    6 nights
    4.5 star property
    9.6/10 - Exceptional (966 reviews)
    Roundtrip Montreal (YUL) - Fort Myers (RSW)
    YUL - RSW1 stop RSW - YUL1 stop
    CA $1,706
    CA $1,104
    per traveller
    found 1 day ago
    The Perry Hotel Naples
  • Sept 10 - Sept 14

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,002 reviews)
    "Excelent"
    Reviewed July 24, 2026
    Roundtrip Toronto (YTO) - Fort Myers (RSW)
    YYZ - RSW1 stop RSW - YYZ1 stop
    CA $1,933
    CA $1,277
    per traveller
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Sept 4 - Sept 9

    Casa Ybel Resort + Flight

    Mid Island
    5 nights
    2.5 star property
    8.8/10 - Excellent (391 reviews)
    "+: Room was nice. Great view. Enjoyed sitting out on the enclosed lanai in the mornings and evenings. Quiet (other than the cleaning people speaking quite loudly outside our door one afternoon). Convenient to attractions and area restaurants. -: Way too expensive. Restaurant prices were ridiculously high (although the food and service were good). Ditto pool bar. There were no wash clothes in our room. We had to wait until the next morning to get some, and then they were cosmetic wash..."
    Reviewed July 24, 2026
    Roundtrip Ottawa (YOW) - Fort Myers (RSW)
    YOW - MIA2 stops MIA - YOW2 stops
    CA $2,188
    CA $1,626
    per traveller
    found 1 day ago
    Casa Ybel Resort
  • Aug 24 - Aug 30

    Inn on Fifth + Flight

    Old Naples
    6 nights
    4.0 star property
    9.4/10 - Exceptional (1,008 reviews)
    "Awesome hotel. We stayed in the club level suite. Beautiful room clean and well appointed. We stayed on the third floor so open the door and we have breakfast, snacks, cocktails (top shelf liquor) and deserts. All included. Service was superb!! Very friendly, efficient staff. Nice pool & well equipped fitness center as well. Never had to use our car, they shuttle you via golf cart or Suburban to the beach ( they supply chairs, umbrella & towels) restaurants, drug store etc. Had a fabulous time...."
    Reviewed July 25, 2026
    Roundtrip Montreal (YUL) - Fort Myers (RSW)
    YUL - RSW1 stop RSW - YUL1 stop
    CA $1,890
    CA $1,416
    per traveller
    found 1 day ago
    Inn on Fifth
  • Oct 12 - Oct 17

    Marco Beach Ocean Suites + Flight

    South End
    5 nights
    2.0 star property
    8.8/10 - Excellent (1,454 reviews)
    Roundtrip Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSWNonstop RSW - YYZ1 stop
    CA $3,056
    CA $2,320
    per traveller
    found 8 hours ago
    Marco Beach Ocean Suites

Where to stay in Naples

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

Old Naples

Old Naples is a charming historic district where Gulf views meet upscale living. The iconic Naples Pier stretches into the water, offering perfect sunset spots. Boutique shops line Third Street South and Fifth Avenue South, creating a luxurious shopping experience. Beautiful white-sand beaches define this walkable area. Art lovers can explore Von Liebig Art Centre while history buffs enjoy Naples Depot Museum. Waterfront dining options showcase fresh seafood with stunning ocean backdrops.

Pelican Bay

Pelican Bay stands as one of Naples' most prestigious coastal communities. Private beaches with scenic boardwalks through mangrove preserves await your discovery. High-end amenities cater to travellers seeking an upscale experience along Florida's beautiful Gulf Coast. The area balances luxury with natural beauty at every turn. Art enthusiasts can explore The Baker Museum and Artis-Naples cultural complex. Nearby Waterside Shops offer upscale retail therapy in a Mediterranean-style setting. Meticulously landscaped grounds and nature trails provide peaceful outdoor escapes from everyday life.

Park Shore

Park Shore delivers Naples' most exclusive coastal living with pristine Gulf beaches and upscale waterfront amenities. High-rise luxury condominiums line the shore, creating an elegant skyline alongside Mediterranean-style homes. Stroll the scenic promenades along Venetian Bay where palm trees sway in gentle breezes. The area centers around Venetian Village with its upscale boutiques and waterfront dining options. Private beach parks offer residents and guests access to powdery white sand and turquoise waters. Getting around is easiest by car, though the area itself features wide, walkable sidewalks perfect for sunset strolls.

Moorings

The Moorings embodies exclusive Naples living with private Gulf beaches and waterfront charm. High-end estates and luxury condos line the tree-shaded streets and scenic canals. Boats bob gently in private docks throughout this affluent area. Golf enthusiasts will appreciate the championship course at Moorings Country Club. Nearby Village on Venetian Bay offers upscale shopping and waterfront dining options. The peaceful atmosphere makes this area perfect for travellers seeking luxury with easy beach access.

East Naples

East Naples offers a relaxed retreat with residential charm just minutes from Naples' top attractions. Family-friendly areas blend with waterfront areas where canals lead to the Gulf. The Naples Botanical Garden showcases tropical flora throughout its well-maintained grounds. Golfers appreciate the area's multiple courses including Ironwood Golf Club. Budget-conscious travellers enjoy more affordable dining and accommodations than beachfront areas. With Fifth Avenue South shopping nearby, East Naples provides a perfect balance of value and convenience.

Discover the most popular places to visit in Naples

What to do in Naples

Naples Hotel Deals

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.

Frequently Asked Questions

How much does a Naples vacation package cost?

Offering excellent value package deals from CA $1,104 on Expedia, you'll be surprised at how little a vacation to Naples costs! Expedia's packages make travel planning easier and save you more.

What are the cheapest months to go to Naples?

You can typically find reduced prices and greater availability in August, September and October. Take a look at our cheap Naples vacation packages and you could land some great off-season deals.

How many days is enough for Naples?

We'd recommend booking a Naples vacation for around 3 days. This gives you enough time to visit top sights including Naples Pier and Clam Pass Park, and check out neighbourhoods like South Naples and Park Shore. You might even be able to squeeze in a day trip or two outside of Naples.

Is it worth booking a vacation package to Naples?

Well known for its walking trails, watersports and golfing, a Naples vacation is a hit with all types of travellers. Be sure to visit leading sights like Fifth Avenue South and Naples Beach, and consider renting a set of wheels for day trips to explore even more.

How to find the best Naples package deals?

Start your search for a Naples package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Naples package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Naples getaway off to a flying start.

Is it cheaper to book a Naples vacation as a package?

Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still have the freedom to create a tailored Naples vacation by choosing your favourite airline, accommodation type and car class.

When to book a vacation package to Naples?

If you're considering an impromptu Naples trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking well in advance.

How to plan a trip to Naples?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to Naples.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Naples.
  3. Decide your trip length: Consider how much time you want to spend exploring Naples. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Naples vacation package.

Book with confidence

Things to do in and around Naples

Naples, Florida, is the ideal destination for family-friendly beach vacations and outdoor adventures. Enjoy beach access, exciting day trips, and engaging family activities, along with vibrant live music. Explore top sights and indulge in shopping at popular malls and local boutiques, making your visit a delightful blend of relaxation and entertainment.

Shopping

In Naples, visit Mercato for a vibrant shopping experience with entertainment and family-friendly vibes. Tin City also offers unique shops and a charming waterfront atmosphere. If you're up for a drive, Naples Marina and Excursions is worth exploring for nautical gifts and souvenirs.

Recreation

At Tiburon Golf Club, enjoy a round of golf amidst lush landscapes and vibrant outdoor vibes. La Playa Golf Club offers a serene golfing experience with scenic views, while Quail Run Golf Course provides a friendly atmosphere for both beginners and seasoned golfers, perfect for relaxation and recreation.

Adventure

At Sanibel Sea School, located 41.8km from Naples, immerse yourself in underwater sports and explore vibrant marine life. Enjoy thrilling water slides at Sun N Fun Lagoon, a family-friendly waterpark in Naples. For an outdoor adventure, try Marco Island Ski & Watersports, situated 24.1km away, offering exhilarating water sports.

Nightlife

Experience vibrant nightlife in Naples, Florida, with cocktails at the stylish Blue Martini or enjoy live music at the popular Naples Beach Brewery. For a laid-back vibe, visit the local favourite, The Continental, where you can unwind with great food and drinks in a lively atmosphere.

Find the best attractions in Naples

Naples, Florida, is an idyllic destination for beach lovers and families seeking outdoor adventures. Renowned for its beautiful beaches and urban parks, this charming city offers a variety of cultural experiences and attractions. Whether you're lounging on the shoreline, exploring vibrant streets, or enjoying the natural surroundings, Naples promises a delightful getaway for every traveller looking to embrace the sun and surf.

  • Naples Beach: Experience the stunning beauty of Naples Beach, where soft white sands meet the gentle waves of the Gulf of Mexico. Enjoy beach vibes with opportunities for sunbathing, swimming, and beach volleyball, making it a perfect spot for relaxation and fun.
  • Fifth Avenue South: Stroll along Fifth Avenue South, the heart of Naples’ vibrant shopping and dining scene. This bustling street is lined with charming boutiques, art galleries, and delightful restaurants, offering a unique city vibe that invites exploration and enjoyment.
  • Naples Pier: Visit Naples Pier, an iconic jetty that offers stunning sunset views and is a hub for fishing and dolphin watching. With its picturesque surroundings, the pier provides a lovely excursion vibe, perfect for leisurely walks and capturing memorable photos.

Best time to go to Naples

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

Tips to save on your trip to Naples

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Naples during the low season (August to October) 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.