Naples, Florida, is an excellent choice for a weekend filled with sunshine, coastal scenery, good food, and leisurely activities. Located along the Gulf of Mexico, this polished beach city offers soft white sand, calm blue water, leafy neighborhoods, nature preserves, art galleries, golf courses, and inviting shopping districts. You can keep your schedule relaxed or pack each day with outdoor outings, local attractions, and memorable meals.
Begin your morning with a walk along the shoreline while the beach is still quiet. Naples Pier is a popular place to watch the waves, spot dolphins in the distance, and enjoy wide views across the Gulf. Afterward, stop at a nearby café for breakfast before heading to a nature trail, botanical garden, or waterfront park. The area’s warm weather makes it easy to spend several hours outside without feeling rushed.
Later in the day, make your way to 5th Avenue South or Third Street South. Both districts are lined with boutiques, galleries, coffee shops, and restaurants with outdoor seating. You can browse local stores, pick up a few souvenirs, or simply enjoy the relaxed street atmosphere. Naples also has several museums and cultural venues for travelers who want a break from the sun.
As evening arrives, settle in for dinner on a patio, near the marina, or close to the beach. Fresh seafood, Italian dishes, casual coastal meals, and fine dining options are easy to find throughout the city. Finish the night with a sunset walk, live music, or a quiet drink beneath the palm trees.
A weekend in Naples can feel calm, refined, and refreshing all at once. With beaches, shopping, nature, dining, and cultural stops close together, it is easy to create a two-day getaway that feels full without becoming exhausting.
How to Get to Naples, Florida
Southwest Florida International Airport (RSW) in Fort Myers is the closest airport to Naples. It is located about 45 minutes north of the city, making it the most convenient arrival point for many travelers. The airport offers rental cars, taxis, rideshare services, and private transportation, so reaching your hotel or resort is usually simple.
Travelers who plan to spend most of the weekend relaxing at one resort may be comfortable using Uber or Lyft. However, renting a car at RSW is a better option for visiting Naples’ beaches, restaurants, shopping areas, nearby parks, and surrounding coastal towns. Having your own vehicle also gives you more freedom to adjust your schedule throughout the trip.
Fort Lauderdale-Hollywood International Airport (FLL) is another practical choice and is roughly 90 minutes east of Naples. FLL may have more direct flights or better prices, depending on your departure city. From the airport, rent a car and follow Interstate 75 across Alligator Alley, a long highway route that passes through South Florida before reaching Naples.
When Is the Best Time to Visit Naples, Florida?
The best time to visit Naples is usually from December through April, when the weather is mild, humidity is lower, and rainfall is limited. These months are ideal for beach days, boat tours, golf, outdoor dining, and nature walks. March through May is also a great period for travelers who prefer warmer temperatures without the intense summer heat.
Winter and early spring are the busiest seasons, so hotels, restaurants, beaches, and attractions may be more crowded. Room rates can also be higher during holidays and major events. Late fall offers fewer crowds, while summer brings hotter weather, frequent afternoon showers, high humidity, and the possibility of tropical storms or hurricanes.
Car fans may want to visit during Cars on 5th, an annual February event held along 5th Avenue South. The one-day show features hundreds of classic, luxury, and exotic vehicles, and admission wristbands are normally required. Naples is well known for its impressive cars, so visitors may see high-end models around downtown even outside the event.
Average Naples Weather by Season
- Winter (December–February): Average high of 75°F and low of 57°F, with about two to three rainy days.
- Spring (March–May): Average high of 83°F and low of 65°F, with around four to five rainy days.
- Summer (June–August): Average high of 90°F and low of 75°F, with roughly 14 rainy days.
- Fall (September–November): Average high of 85°F and low of 65°F, with rainfall decreasing from about 12 days in September to five in October and two in November.
Where Should You Stay in Naples, Florida?
The best place to stay in Naples depends on how you plan to spend your weekend. Golfers may prefer The Ritz-Carlton Naples, Tiburón, which offers easy access to championship courses. Travelers who want both beach time and golf can consider LaPlaya Beach & Golf Resort or Naples Grande Beach Resort. For a beachfront setting, Edgewater Beach Hotel near Lowdermilk Park and the family-owned Vanderbilt Beach Resort are also strong choices.
Downtown Naples near 5th Avenue South is my top recommendation for first-time visitors. Staying in this area puts restaurants, boutiques, galleries, Tin City, and the beach within walking distance. It is a lively base that allows you to experience more of Old Naples without relying on a car for every outing. Some hotels also provide complimentary shuttles to downtown shops and nearby beaches.
Hotel prices rise during the winter peak season, and traffic can become heavier around popular districts. Spring, summer, and fall generally provide better rates, though summer visitors should expect heat, humidity, and afternoon showers. Travelers watching their budget can also look along Tamiami Trail, where several familiar chain hotels offer practical rooms and easy road access.
My Personal Naples Hotel Recommendations
- Budget-Friendly Option:
Holiday Inn Express & Suites Naples Downtown – 5th Avenue – This comfortable hotel is within walking distance of 5th Avenue South, Tin City, and several restaurants. Guests receive free parking and daily breakfast, while the outdoor pool provides a relaxing place to cool down after sightseeing. - Mid-Range Option:
Naples Bay Resort & Marina – We stayed here during our first Naples trip before buying our home. The resort sits along Naples Bay and offers a lazy river, tennis courts, water activities, and several dining choices. Guests can walk to Tin City and 5th Avenue South or use the shuttle to reach downtown and the beach. - Luxury Option:
Hotel Escalante – Located near 5th Avenue South and about two blocks from the beach, this boutique hotel offers an intimate and upscale atmosphere. Golf cart transportation is available for trips to the beach and nearby shops, and guests receive the equipment needed for a relaxing day by the Gulf. - Dog-Friendly Stay:
La Quinta by Wyndham Naples Downtown – This pet-friendly hotel is close to Tin City and within walking distance of downtown restaurants and shops. It offers clean rooms, complimentary breakfast, and an outdoor swimming pool, making it a convenient choice for travelers bringing their dogs. - Unique Option:
The Gondolier Inn – This retro-style 1950s motel in Old Naples is close to both the beach and 5th Avenue South. Each accommodation includes a kitchenette and parking, while laundry facilities are also available. Its nostalgic character and central location make it a fun alternative to a large resort.
How to Get Around Naples, Florida
Naples is fairly easy to get around, especially if you stay near 5th Avenue South or Third Street South. Many downtown restaurants, shops, galleries, and beaches are close enough to reach on foot. However, attractions outside Old Naples are more spread out, so having transportation can make your weekend more comfortable.
The best option depends on your plans. A rental car gives you greater freedom for beach visits, golf resorts, nature preserves, and day trips to Marco Island or nearby communities. Travelers staying mainly downtown may prefer walking, biking, hotel shuttles, or rideshare services instead of paying for a car they will rarely use.
Parking is available near most beaches and shopping districts, although some spaces require payment. Uber, Lyft, taxis, and private car services are also helpful for airport transfers, evening meals, special events, or trips where you would rather avoid driving and finding a parking space.
My Personal Transportation Recommendations
- Car Rentals: Renting a car is the most flexible choice for golf outings, day trips, distant beaches, and attractions outside downtown Naples. Check parking signs carefully, as some beach and street spaces are metered.
- Private Car Services: A private driver works well for airport transportation, nights out on 5th Avenue South, special occasions, and travelers who prefer door-to-door service without dealing with traffic or parking.
- Rideshare and Taxis: Uber and Lyft are widely used for short journeys around Naples. Traditional taxis are also available, though they may be less convenient than booking a ride through an app.
- Walking and Biking: Visitors staying near downtown can walk or bike to many restaurants, boutiques, parks, and beaches. Some local hotels also offer complimentary bicycles or shuttle transportation for guests.
3-Day Naples Weekend Itinerary
Get ready for an unforgettable three-day escape through the heart of Naples, thoughtfully planned by a local who truly loves everything this coastal city has to offer. In my slightly biased opinion, this is the perfect way to spend a weekend in Naples, Florida!
Day 1: Naples Botanical Garden, Tin City, and a Sunset Cruise
Morning: Naples Botanical Garden
Begin your first morning at Naples Botanical Garden, located only a few miles from downtown Naples. After arriving, check whether a complimentary staff-led tour is available. These tours offer helpful background on the plant collections, themed gardens, and natural ecosystems found throughout the property.
Take time to follow the paved path around the lake and through the preserve. The route stretches for more than a mile, so comfortable walking shoes are helpful. Be sure to stop at the orchid garden, one of the most beautiful areas on the grounds, along with the colorful tropical displays and shaded garden paths.
For lunch, visit Fogg Café inside the garden. It is a convenient spot to rest before continuing the day, with indoor and outdoor seating available. The hand-cut fries are one of my favorite menu items and make a satisfying addition to lunch.
Afternoon: Shopping and Drinks at Tin City
After leaving the garden, drive to Tin City in downtown Naples. This waterfront district reflects the character of Old Florida through its colorful tin-roofed buildings, small boutiques, souvenir stores, galleries, and casual restaurants. It is an enjoyable place to wander for an hour or two while browsing gifts and local products.
When my boys were younger, we often stopped at the Monkey Bread Factory for its warm Mon “Key” Buntz. Several shops sell candy, desserts, and other sweet treats, so there are plenty of choices for an afternoon snack.
Before the cruise, stop at Riverwalk or Pinchers for a late-afternoon drink. Both offer outdoor seating overlooking the Gordon River, giving you a chance to relax by the water before the evening activities begin.
Evening: Pure Florida Sunset Cruise and Dinner
Board a Pure Florida sunset cruise for a 90-minute trip through Naples Bay and the nearby waterways before reaching the Gulf of Mexico. The narrated ride passes the grand homes of Port Royal and provides a fascinating look at one of Naples’ wealthiest neighborhoods. Drinks and light snacks are available from the onboard bar.
Reservations are strongly recommended because sunset cruises often fill quickly, especially during the winter season. The ride offers a relaxing way to see Naples from the water while watching the sky change color over the Gulf.
After returning to the dock, walk or drive to 5th Avenue South for dinner. Palm trees wrapped in white lights, busy restaurant patios, and luxury cars give the street an energetic evening atmosphere. Bistro 821, Pazzo! Cucina Italiana, and Chops City Grill are some local favorites. Book your table early during peak season, as popular restaurants can become crowded.
Day 2: Third Street South, Palm Cottage, and the Naples Pier Area
Morning: Third Street South and Brunch
Begin your second day in Old Naples at Third Street South, often considered the birthplace of the city. This walkable district is filled with boutiques, art galleries, landscaped courtyards, fountains, cafés, and inviting restaurants. Arrive early so you can enjoy the quieter morning atmosphere before the sidewalks become busier.
On Saturday mornings, stop by the Third Street South Farmers Market. The market runs from 7:30 a.m. to 11:30 a.m. and features fresh produce, flowers, baked goods, prepared foods, coffee, and products from local vendors. During summer, the market operates in the parking lot behind Tommy Bahama.
After browsing the stalls, walk to Jane’s Café on 3rd for brunch. Much of the seating is outdoors, creating a pleasant setting near the fountain. The French toast topped with berries is one of my favorites. Jane’s opens at 8:30 a.m. daily and follows a first-come, first-served seating policy, so arriving earlier may help reduce your wait.
Afternoon: Palm Cottage and a Beach Walk
A couple of blocks from Third Street South stands Historic Palm Cottage, the oldest surviving home in Naples. Built in 1895, the house contains period furnishings, artwork, household tools, and stories connected to the city’s early residents. Tours are available Tuesday through Saturday from noon to 4:00 p.m.
Choose a docent-led tour when available to learn how Naples developed from a small coastal settlement into the community seen today. Admission also includes access to the Norris Gardens, the Smith Exhibit Hall, and a 24-minute film about local history. Booking ahead is a smart choice, particularly during the busy winter season.
Palm Cottage is close to the Naples Pier area and the white-sand shoreline. The pier itself is currently closed while the city completes a major rebuilding project that began on January 6, 2026. Beach access remains available at the Broad Avenue South and 13th Avenue South entrances, where visitors can take a Gulf Coast walk and search for shells.
Continue along the beachfront near the grand homes commonly called Millionaires’ Row. The wide Gulf views, soft sand, seabirds, and scattered shells make this a relaxing afternoon route. Keep an eye on the water, as dolphins are sometimes visible from the shore.
Evening: Dinner on Third Street South
Return to Third Street South for dinner and a relaxed evening. Restaurant patios fill the district, while passing luxury cars and evening foot traffic provide plenty of people-watching. Tommy Bahama Restaurant offers a casual island-inspired setting, while Sea Salt is a polished choice for seafood and contemporary dishes.
Both restaurants have outdoor seating, making them good places to enjoy the warm Naples evening. Live music may be available on selected nights, adding more energy to the dining area.
Reservations are recommended during winter and early spring, especially for weekend dinners. After your meal, take another walk past the softly lit courtyards, browse any shops that remain open, or finish the night with dessert nearby.
Day 3: Corkscrew Swamp Sanctuary, Lowdermilk Park, and Waterfront Dining
Morning: Audubon Corkscrew Swamp Sanctuary
Leave downtown Naples behind for a morning at Audubon’s Corkscrew Swamp Sanctuary, located roughly 45 minutes east of the city. The sanctuary’s 2.25-mile boardwalk passes through pine flatwoods, wet prairie, marshland, and an old-growth bald cypress forest. Allow around two hours for the walk, though birdwatchers and photographers may want extra time.
Watch for wading birds, red-shouldered hawks, turtles, and alligators along the route. Painted buntings may also appear during certain seasons, though wildlife sightings are never guaranteed. Educational programs and guided walks are offered on selected dates, providing added insight into the plants, animals, and wetland habitats.
Hours change during the year. The sanctuary currently lists visiting hours from 8:00 a.m. to 1:00 p.m. between May 1 and December 15, and from 8:00 a.m. to 3:00 p.m. between December 16 and April 30. Advance tickets are recommended for quicker entry, particularly during the busy winter months. Bring water, wear comfortable shoes, and consider carrying binoculars.
Afternoon: Beach Time at Lowdermilk Park
Drive back to Naples and spend the afternoon at Lowdermilk Park, one of the city’s most popular beachfront parks. Settle onto the sand, swim in the Gulf, or take a long walk beside the water. The park also has sand volleyball courts, a children’s playground, picnic tables, gazebos, showers, restrooms, and beach-access mats.
Stop at the Flip Flop Beach Grill concession stand for lunch or a quick snack. The menu includes sandwiches, salads, burgers, hot dogs, coffee, and soft drinks. Rental items are also available from the concession area, though availability can vary by day.
Parking requires either a beach permit or payment at the designated spaces, and spots can fill quickly during weekends and peak season. Arriving earlier in the afternoon may make parking easier. The park remains open from 5:00 a.m. until 11:00 p.m., but all vehicles must leave before closing.
Evening: Limón Rooftop Bar and Kelly’s Fish House
Begin the evening at Limón Rooftop Bar inside the AC Hotel Naples 5th Avenue. Inspired by the Amalfi Coast, the rooftop restaurant pairs Mediterranean-influenced dishes with open-air seating and elevated views across Naples. Order a refreshing nonalcoholic drink, find a comfortable table, and enjoy the evening breeze before dinner.
For dinner, head to Kelly’s Fish House Dining Room beside the Gordon River. The restaurant traces its history to the early 1950s and describes itself as Naples’ oldest seafood restaurant. Its waterfront location near the Gordon River Bridge gives the dining room a classic Old Florida character.
Seafood choices include Florida shrimp, scallops, fresh fish, and seasonal stone crab claws. I am also a fan of the slaw salad and hush puppies, which pair well with a traditional seafood dinner. This relaxed waterfront meal brings your three-day Naples weekend to a fitting close.
Other Things to Do in Naples, Florida
One weekend in Naples is rarely enough to experience everything the area has to offer. Beyond the beaches and downtown districts, the city has automobile collections, museums, wildlife attractions, sightseeing tours, and boat trips. Add one or two of these activities if you have extra time or decide to extend your stay.
- Tour the Revs Institute: Automobile fans can view more than 120 historically significant cars, ranging from early models to celebrated racing vehicles. Revs Institute is open Tuesday, Thursday, and Saturday from 10:00 a.m. to 4:00 p.m. Self-guided admission and docent-led tours are available, but all tickets must be reserved online in advance.
- Ride the Naples Trolley: See the city aboard a narrated hop-on, hop-off trolley that passes shops, beaches, restaurants, and major points of interest. The trolley currently runs daily from 8:30 a.m. to 5:30 p.m., allowing passengers to leave at a stop and board again later. Tickets may be purchased online or at the company’s Naples location.
- Visit Naples Zoo at Caribbean Gardens: Spend a few hours viewing animals while walking through a historic tropical garden. Regular admission includes the animal habitats, keeper presentations, and the Primate Expedition Cruise. The zoo is generally open from 9:00 a.m. to 4:30 p.m., with the final entry at 3:30 p.m.
- See the Baker Museum: Art lovers can browse changing exhibitions featuring modern, contemporary, and historic works. Adult admission is currently $10, while children aged 17 and under enter free. The museum is open Tuesday through Sunday, and complimentary docent-led exhibition tours are offered at scheduled times.
- Sail to Keewaydin Island: Board the 53-foot Sweet Liberty catamaran at Naples City Dock for a three-hour beach and shelling cruise. The trip travels through the Gordon River and nearby mangrove areas before stopping at remote Keewaydin Island. Reservations are recommended, and departure times or prices should be checked before your visit.
Admission prices, schedules, and tour availability may change throughout the year, particularly between the busy winter season and quieter summer months. Check current information and reserve popular experiences before arriving in Naples.
Explore More Naples Tours on GetYourGuide and Viator
Where Else to Eat in Naples, Florida
Naples has such a large dining scene that you could try a different restaurant every night and still miss several worthy spots. Fifth Avenue South alone has more than 30 places to eat, ranging from polished dining rooms to casual cafés and lively patios. Add a few of these local favorites to your three-day Naples itinerary.
- BALEEN Naples – Located at LaPlaya Beach & Golf Resort, BALEEN offers beachfront dining with views across the Gulf of Mexico. It is a lovely choice for a special celebration, romantic dinner, or sunset meal near the sand.
- Osteria Tulia – This popular Fifth Avenue South restaurant serves refined Italian dishes in a warm farmhouse-style dining room. Handmade pasta, seasonal ingredients, and carefully prepared entrées make it a favorite for an upscale evening out.
- Keewaydin’s on Fifth – This Fifth Avenue restaurant brings together Caribbean and Asian influences, with an emphasis on fresh fish and seafood. The menu offers creative flavors in a modern setting near downtown shops and galleries.
- The Dock at Crayton Cove – Set beside Naples Bay in Old Naples, The Dock serves seafood, sandwiches, and coastal favorites in a relaxed waterfront setting. Outdoor tables are especially appealing on warm afternoons and evenings.
- Bleu Provence – Visit this classic French bistro for traditional dishes, an extensive wine collection, and an intimate atmosphere. It works well for travelers who want a slower, more polished dinner away from the busier dining streets.
- The Bay House – Located along the Cocohatchee River, The Bay House is known for fresh fish, oysters, and its raw bar. The waterside setting and old-Florida character make it a memorable choice for dinner.
- Old Naples Pub – This casual neighborhood pub sits a few blocks from the beach and serves burgers, sandwiches, salads, and familiar comfort food. Each table receives a jar of homemade pickles, which has become part of the experience.
- Grouper & Chips – For an affordable and family-friendly meal, stop here for fresh grouper, fried seafood, sandwiches, and generous portions. The atmosphere is casual, making it an easy lunch or early dinner stop.
- Celebration Park Naples – Food-truck fans can choose from several mobile kitchens at this waterfront gathering place. The open-air bar, riverside seating, and evening music create a lively setting for groups with different food preferences.
- EJ’s Bayfront Café – Located at Naples Bayfront, EJ’s is a popular breakfast and lunch spot serving omelets, pancakes, sandwiches, salads, and other diner favorites. Its waterside location makes it a pleasant place to begin the day.
Reservations are helpful at Naples’ most popular restaurants, especially from December through April. For sunset dining, weekend meals, or outdoor tables, book as early as possible to secure your preferred time.
Other Tips to Know Before Visiting Naples, Florida
A little preparation can make your Naples weekend more comfortable and help you avoid common travel problems. Keep these helpful tips in mind before heading to the beach, nature preserves, restaurants, and outdoor attractions.
- Protect Yourself From the Sun: Florida sunshine can feel strong throughout the year. Apply sunscreen regularly, wear a hat and sunglasses, and carry a water bottle during beach visits, boat tours, and long walks.
- Watch the Weather: Hurricane season runs from June through November, and summer afternoons may bring sudden rain or thunderstorms. Check the local forecast before leaving your hotel and adjust outdoor activities when necessary.
- Keep a Safe Distance From Wildlife: Alligators, snakes, birds, and other animals live around Naples’ lakes, canals, and wetlands. Follow posted signs, stay on marked paths, and never approach or feed wild animals.
- Book Popular Activities Early: Restaurants, sunset cruises, guided tours, and attractions can fill quickly during winter and spring. Reserving ahead can help you secure better dining times and avoid missing popular experiences.
- Prepare for Seasonal Crowds: Naples becomes much busier from December through April. Expect heavier traffic, limited beach parking, and longer restaurant waits, particularly on weekends and around major events.
- Carry Water and Comfortable Shoes: Many Naples attractions involve walking outdoors. Supportive shoes and plenty of water are especially helpful at Corkscrew Swamp Sanctuary, Naples Botanical Garden, and downtown shopping districts.
One Weekend in Naples Map
Use this handy Naples map to organize your three-day getaway and see how the attractions, restaurants, beaches, and shopping districts fit together. It includes the main stops featured throughout this weekend itinerary, from Naples Botanical Garden and Tin City to Corkscrew Swamp Sanctuary and Lowdermilk Park.
Save the map to your phone before the trip so you can quickly check driving routes and nearby stops. You can also create a personal copy, remove places that do not match your schedule, and add extra restaurants, beaches, or attractions that catch your interest.
Having every location marked in one place makes it easier to group nearby activities and spend less time driving across town. Adjust the route based on your hotel location, reservation times, weather, and preferred pace.
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