20 Best & Fun Things to Do in Englewood (FL)

Welcome to Englewood, Florida! A charming coastal community, Englewood is a hidden gem on Florida’s Gulf Coast, a place where Old Florida charm still thrives. Split between Sarasota County and Charlotte County, this laid-back town is famous for its pristine beaches, an abundance of nature, and a tranquil atmosphere that feels a world away from the hustle and bustle of bigger Florida cities. With a population of around 19,000, Englewood maintains a friendly, small-town vibe that’s perfect for a relaxing getaway.

Its history is steeped in the late 1800s, when pioneers came to settle, and its name comes from the Nicolas Brothers who, in 1896, named it after their Illinois hometown. Today, Englewood is a haven for those who love the outdoors. It’s a destination where you can spend your days hunting for prehistoric shark teeth on the beach, kayaking through serene mangroves, or simply watching a stunning sunset over the Gulf of Mexico.

This comprehensive guide is your key to discovering the very best of Englewood. We will take you through 20 of the most enjoyable and fun things to do, from popular beaches and unique shopping to hidden historical sites and fantastic restaurants. Get ready to experience the tranquil beauty and friendly spirit of Englewood.

Things to Do in Englewood, FL

1. Lock ‘N Key Restaurant

For a classic and delicious dining experience right by the beach, head to the Lock ‘N Key Restaurant. This restaurant is a beloved staple in Englewood, famous for its casual, beachy atmosphere and a fantastic view of the Gulf of Mexico. Located directly across the street from Englewood Beach, it’s the perfect spot to enjoy a meal after a day of sun and sand.

The menu offers a wide variety of fresh, locally-sourced seafood, as well as steaks, prime rib, and other American classics. Their chefs are dedicated to using the freshest ingredients available, ensuring a high-quality meal every time. The restaurant offers both indoor dining and a spacious outdoor patio, so you can enjoy the fresh air and the sound of the ocean waves.

The atmosphere is lively and fun, often featuring live music. It’s a popular spot for both locals and tourists, especially around sunset. Reservations are recommended, particularly during the busy season, as tables fill up quickly. Enjoying a meal here while watching the sun set over the Gulf is a quintessential Englewood experience.

Address: 2045 N Beach Rd, Englewood, FL 34223

2. Manasota Key Beach

Manasota Key Beach is a pristine, natural beach that embodies the true essence of coastal Florida. Unlike some of the more developed beaches, this one offers a peaceful and uncrowded environment. The beach is a popular spot for sunbathing, swimming, and picnicking. The crystal-clear waters of the Gulf of Mexico are inviting and perfect for a refreshing dip.

The most popular activity at this beach is undoubtedly hunting for fossilized shark teeth. Manasota Key is known as the “Shark Tooth Capital of the World,” and a leisurely stroll along the shoreline, especially after a storm, often yields some exciting finds. You’ll see locals and tourists alike sifting through the sand, searching for these unique treasures.

There are no facilities on this beach, which is part of its charm. Be sure to bring your own water, snacks, and any beach gear you need. Arriving early is a good idea to secure a spot and get the best chance at finding shark teeth before the crowds.

Address: 8570 Manasota Key Rd, Englewood, FL 34223

3. Stump Pass Beach State Park

At the southern tip of Manasota Key liesStump Pass Beach State Park, a beautiful and secluded state park that is a must-visit for any nature lover. The park offers a mile and a half of undeveloped shoreline, perfect for a peaceful walk, shelling, and fishing. The beaches are known for their calm waters and stunning natural beauty.

A popular activity here is hiking the winding trail that runs through the park. It takes you through a coastal habitat and offers a chance to see a variety of wildlife, including gopher tortoises, various birds, and possibly even dolphins or manatees in the surrounding waters. The pass itself is a great spot to watch boats come in and out of Lemon Bay.

Parking is limited and fills up quickly, especially on weekends and holidays. It’s best to arrive early in the morning to guarantee a spot. The park charges a small entrance fee per vehicle, and restrooms are available.

Address: 900 Gulf Blvd, Englewood, FL 34223

4. Lemon Bay Park and Environmental Center

Lemon Bay Park and Environmental Center is a 210-acre nature preserve that offers a serene escape into Florida’s coastal ecosystem. The park features over a mile of scenic shoreline on Lemon Bay, along with walking trails that wind through pine flatwoods, mangrove forests, and salt marshes.

This is an excellent spot for birdwatching and wildlife viewing. You might spot wading birds, osprey, and even a bald eagle. The park has a canoe/kayak launch, making it a great starting point for a paddle through the calm waters of Lemon Bay.

The park is dog-friendly (on a leash) and features a beautiful nature center with educational exhibits. It’s a peaceful and educational experience for all ages.

Address: 570 Bay Park Blvd, Englewood, FL 34223

5. Englewood Beach at Chadwick Park

For a classic Florida beach day with all the amenities, head toEnglewood Beach at Chadwick Park. This is the most developed beach in Englewood, offering a wide, sandy shore, calm waters, and plenty of facilities. The beach is a hub of activity, with volleyball courts, a playground, and picnic shelters with grills.

You can rent jet skis, paddleboards, and kayaks from vendors on the beach. It’s also a fantastic place to simply relax on the sand, swim in the Gulf, or take a leisurely walk along the shoreline. The sunsets here are legendary, so many people gather in the evening to watch the sun dip below the horizon.

The beach has a large parking lot, but it can fill up quickly during peak season. There is a parking fee per hour. The nearby restaurants and bars offer great options for a meal or a drink with a view.

Address: 2100 N Beach Rd, Englewood, FL 34223

6. Indian Mound Park

Indian Mound Park is a small but historically significant park located on Lemon Bay. The park is home to a preserved prehistoric shell midden, an ancient mound created by the native Calusa people. The mound is a fascinating piece of local history and offers a unique perspective on the area’s past.

The park features a fishing pier, a kayak launch, and a small, peaceful walking trail. The views of Lemon Bay are beautiful and offer a great spot for a quiet moment of reflection. It’s a perfect place for a picnic lunch or an afternoon of fishing.

There is no charge to enter the park, and it’s a great stop for a quick dose of history and nature. It’s a true hidden gem that many tourists overlook.

Address: 210 Winson Ave, Englewood, FL 34223

7. Englewood Area Historical Museum

Dive into the history of Englewood at theEnglewood Museum. Located in a small, charming building, the museum houses a collection of artifacts, photographs, and documents that tell the story of the town’s origins and development. You’ll learn about the early pioneers, the fishing industry, and the evolution of this unique coastal community.

The museum is run by theEnglewood Society, and the knowledgeable volunteers are happy to answer any questions you might have. It’s a small but informative museum that provides a great context for your visit to the area.

Check their website for current hours of operation, as they can be limited. Admission is free, but donations are always welcome to support the preservation of local history.

Address: 604 W Perry St, Englewood, FL 34223

8. Manasota Key Offshore Sailing & Fishing

For an unforgettable adventure on the water, consider a sailing or fishing trip with one of the local charter companies.Manasota Key Offshore Sailing is a great option for a relaxing sail on the Gulf of Mexico. You can take a sunset cruise, a dolphin and manatee tour, or a full-day sailing trip to one of the nearby islands.

For those who love to fish, there are numerous charter captains who can take you out for a day of inshore or offshore fishing. The waters around Englewood are teeming with a variety of fish, including snook, redfish, and grouper. It’s a great way to experience the area’s famous fishing culture.

Reservations are essential, especially during peak season. Be sure to book your trip well in advance. It’s a great way to create a lasting memory and see the beauty of the Gulf Coast from the water.

Address: 1450 Beach Rd, Englewood, FL 34223

9. Ricaltini’s Italian Deli

For a delicious, authentic Italian meal, you have to tryRicaltini’s Italian Deli. This local institution is known for its fresh sandwiches, homemade sauces, and classic Italian deli fare. It’s a casual, friendly spot that’s perfect for a quick and satisfying lunch.

The menu features a wide variety of subs, salads, and pasta dishes. The bread is baked fresh daily, and the ingredients are always top-notch. It’s a beloved spot by locals who know where to find the best food in town.

The deli is a great place to grab a sandwich to take to the beach or a park for a picnic. It’s a small, family-owned business that has earned a reputation for quality and flavor.

Address: 1997 Kentucky Ave, Englewood, FL 34224

10. Caspersen Beach

Just a short drive north of Englewood, in nearby Venice, isCaspersen Beach. This is a must-visit for serious shark tooth hunters. The beach is a bit more rugged and less crowded than some of the others in the area, and its rocky shoreline is famous for producing a higher concentration of fossilized shark teeth.

The beach has a natural, undeveloped feel, with a beautiful stretch of coastline. It’s a great place for a long walk, a bit of solitude, and some serious shelling. It’s a true natural treasure on the Gulf Coast.

The beach has restrooms and outdoor showers. There is no fee for parking, but the lot can get full on nice days. It’s a great spot to spend a few hours searching for that perfect tooth.

Address: 4100 Harbor Drive S, Venice, FL 34285

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11. Boca Grande (Day Trip)

For a truly memorable day trip, head south to the exclusive and beautiful island ofBoca Grande. This historic island is known for its elegant charm, pristine beaches, and famous tarpon fishing. The journey itself is scenic, as you’ll drive over a causeway with stunning water views.

Boca Grande is home to the historicPort Boca Grande Lighthouse, which houses a museum and offers a glimpse into the island’s past. You can explore the charming downtown area with its unique shops and restaurants or simply relax on one of the island’s many quiet beaches.

There is a toll to cross the causeway to the island. It’s a good idea to arrive early to find parking. Boca Grande is a bit more upscale than Englewood, so it’s a great place for a special day out.

Address: Gasparilla Island State Park, Boca Grande, FL 33921

12. Lemon Bay Aquatic Preserve

The Lemon Bay Aquatic Preserve is a true ecological treasure, encompassing over 9,000 acres of protected seagrass beds, mangrove shorelines, and tidal flats. It’s a vital nursery for many marine species and provides a pristine, undeveloped backdrop for a peaceful day on the water. The calm, shallow waters are a beautiful light green and turquoise, offering stunning scenery.

This preserve is a haven for kayakers and paddleboarders. You can launch your vessel from public access points, such as the one at Lemon Bay Park, and explore the serene waterways. As you paddle, you’ll be able to get an up-close look at the intricate mangrove roots and the incredible variety of life that calls this habitat home. Fishing is also a popular activity in the preserve’s waters.

A visit here is all about quiet observation and appreciation for nature. Look for playful dolphins and gentle manatees, which are often spotted in the calm waters. Birdwatchers will be in paradise, as the preserve is a nesting and feeding ground for countless wading birds and migratory species. It’s a perfect place to escape the crowds and immerse yourself in the natural beauty of Florida’s coast.

Address: 570 Bay Park Blvd, Englewood, FL 34223

13. The Englewood Farmer’s Market

From November through May, theEnglewood Farmer’s Market is a bustling hub of community activity. The market takes place on Dearborn Street and features a variety of local vendors selling fresh produce, baked goods, honey, flowers, and handcrafted items. It’s a great way to support local farmers and artisans.

The market has a lively atmosphere with live music and a variety of food vendors. It’s a fantastic place to start your weekend morning, grab a coffee, and wander through the stalls.

The market is wheelchair and stroller-friendly. It’s a great place to pick up some fresh ingredients for a meal or to find a unique souvenir to take home.

Address: 355 W Dearborn St, Englewood, FL 34223

14. Lemon Bay Playhouse

For a fantastic evening of live entertainment, a visit to the Lemon Bay Playhouse is a must. This community theater is a beloved local institution and a true cultural gem in the heart of Olde Englewood Village. The theater provides a stage for talented local actors and directors, who produce a variety of high-quality shows throughout the year, from classic dramas and comedies to lively musicals.

The playhouse is a small, intimate venue, which provides a wonderful sense of closeness to the performance. Attending a show here is a great way to experience the artistic side of the Englewood community and to support local talent. The ambiance is welcoming, and the dedication of the actors and volunteers is evident in every performance.

It’s highly recommended to check their performance schedule and purchase tickets in advance, especially for popular shows. The theater’s location on Dearborn Street makes it a perfect pre- or post-dinner activity. You can enjoy a show and then take a short walk to one of the many restaurants nearby.

Address: 96 W Dearborn St, Englewood, FL 34223

15. The Hermitage Artist Retreat

While not open to the public for tours,The Hermitage Artist Retreat is a significant part of the Englewood community. Located on Manasota Key, this historic property provides residencies for visual artists, writers, composers, and other creatives from around the world. The retreat has played a key role in supporting the arts in the area for decades.

The Hermitage often hosts public programs and events, where you can hear from the artists and see their work. These events are a great way to experience world-class art in a beautiful and intimate setting.

Check their website for a calendar of upcoming public events and lectures. It’s a great way to engage with the creative side of Englewood.

Address: 6660 Manasota Key Rd, Englewood, FL 34223

16. Dearborn Street

Dearborn Street is the vibrant heart of Olde Englewood Village. This historic street is a delightful mix of unique, locally-owned shops, art galleries, and restaurants. It’s a place where you can spend a few hours Browse for antiques, finding a one-of-a-kind piece of art, or enjoying a delicious meal at a casual cafe.

The street often hosts events and festivals, including a popular farmers’ market from November to May. The atmosphere is friendly and welcoming, and the historic buildings give the area a charming, old-world feel.

Don’t miss theLemon Bay Playhouse, a community theater that puts on a variety of performances throughout the year. It’s a great way to experience the local arts scene. Parking is available on the street and in nearby lots.

Address: W Dearborn St, Englewood, FL 34223

17. The Rotonda Golf & Country Club

Golfers will love the challenge and beauty ofThe Rotonda Golf & Country Club. Located just a short drive from Englewood, this club offers five different golf courses, each with its own unique layout and character. It’s a premier golf destination that caters to all skill levels.

The courses are beautifully maintained and wind through a scenic landscape with lakes and natural Florida vegetation. It’s a great place to spend a day on the links, enjoying the beautiful weather and the peaceful surroundings.

Tee times are highly recommended, especially during the busy winter season. Be sure to check their website for rates and course information.

Address: 100 Rotonda Cir, Rotonda West, FL 33947

18. Lemon Bay Cemetery

For a unique and historical visit, head to theLemon Bay Cemetery. This tranquil cemetery is the final resting place of some of Englewood’s earliest pioneers. The headstones tell the story of the town’s past and the people who helped shape it.

The cemetery is a peaceful place for a quiet walk and offers a glimpse into the area’s history. It’s a great place to reflect and learn about the founders of Englewood.

Among the notable graves is the pink tombstone of Emile Gauguin, the son of the famous French painter Paul Gauguin, and a boat grave of fishing pioneer H.H. “Bill” Ainger.

Address: 6200-6498 S McCall Rd, Englewood, FL 34224

19. Cedar Point Environmental Park

Cedar Point Environmental Park is another fantastic natural preserve in Englewood. This 115-acre park features more than a mile of boardwalks and trails that meander through a diverse ecosystem of pine flatwoods and salt marshes. The trails lead to scenic overlooks of Lemon Bay.

The park’sRotary Centennial Nature Center is a great educational resource. It offers exhibits on the local flora and fauna and hosts a variety of programs and events for all ages. It’s a great place to learn about the unique environment of the area.

The park is a great spot for birdwatching and is free to the public. It’s a wonderful place to escape into nature and enjoy a peaceful walk.

Address: 2300 Placida Rd, Englewood, FL 34224

20. Sassy Beaches Salon & Spa

To relax and rejuvenate after a day of exploring, a visit to a local spa is a perfect choice. Sassy Beaches Salon & Spa is a great option, known for its friendly atmosphere and wide range of services. This salon and spa offers a variety of treatments designed to help you unwind and feel pampered, from hair and nail care to massages and facials.

The spa provides a soothing and tranquil environment where you can truly escape from your daily routines. They offer customizable treatments in quiet, individual rooms, ensuring a personalized and relaxing experience. It’s a great place to treat yourself to a therapeutic massage or a revitalizing facial.

It’s highly recommended to book your appointments in advance, especially for popular services, to ensure availability. The staff is professional and dedicated to providing a high-quality experience that will leave you feeling refreshed and renewed.

Address: 268 S Indiana Ave, Englewood, FL 34223

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Conclusion

Englewood is a town that truly embodies the spirit of Southwest Florida. Its unique blend of pristine beaches, abundant nature, rich history, and a welcoming community make it a special destination. It’s a place where you can find adventure on the water, peace in the parks, and charm in the historic downtown.

Whether you’re a nature enthusiast, a history buff, a beachcomber, or simply someone looking for a quiet and relaxing getaway, Englewood has something to offer. It’s a destination that invites you to slow down, soak up the sun, and create memories that will last a lifetime.