10 Best Things to Do in Englewood & Manasota Key, Florida

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10 Best Things to Do in Englewood & Manasota Key, Florida

1. Spend the Day on Englewood Beach

Englewood Beach is the heart of this coastal town—a wide, beautiful stretch of sand where you can swim, sunbathe, hunt for shells, or simply relax beneath a palm tree. It’s known for its friendly atmosphere and gorgeous sunsets.

Tip: Get there early for free parking, or head over just before sunset for spectacular views.

Aerial view of Englewood Beach on the Gulf Coast of Florida


2. Explore Manasota Key Beach

Just across the bridge from Englewood, Manasota Key is a barrier island that feels peaceful and private. The beaches here—especially Manasota Beach and Blind Pass Beach—are famous for shelling and shark tooth hunting.

Walk the shoreline early in the morning with a coffee and you’ll often spot dolphins just offshore.

Shark's tooth on the shoreline of Manasota Key Beach in Florida.


3. Discover Stump Pass Beach State Park

If you want a quieter, more natural experience, head south to Stump Pass Beach State Park—a true local gem. This preserved coastline has a walking trail, sand dunes, and calm waters perfect for paddleboarding or spotting manatees.

Pack a picnic, explore the trails, and enjoy a little piece of “Old Florida.”

Aerial view of nature trail leading to the water at Stump Pass Beach State Park.


4. Go Kayaking or Paddleboarding

One of the best ways to explore the area is on the water. You can rent kayaks or paddleboards right in Englewood or at Stump Pass. Glide through mangrove tunnels, spot wildlife, and see manatees up close.

It’s great exercise and incredibly peaceful.

Couple paddleboarding into the Gulf off Manasota Key, Florida.


5. Take a Dolphin or Sunset Cruise

There’s something magical about watching dolphins play in their natural habitat. Several local companies offer dolphin and sunset cruises departing from nearby marinas.

You’ll see Englewood from a whole new perspective—and catch a postcard-perfect Gulf sunset on the water.

Dolphin jumping during a sunset cruise in Englewood, Florida.


6. Visit the Lighthouse Grill & Tiki Bar (Local Favorite!)

Nothing says Florida vacation like dinner and drinks at a tiki bar—and Lighthouse Grill & Tiki Bar is one of the best in the area. This waterfront spot serves fresh seafood, cold drinks, and live music, all with unbeatable sunset views.

It’s a personal favorite of ours—casual, friendly, and the perfect place to unwind after a day at the beach.

Lighthouse Grill & Tiki Bar on the waterfront in Englewood, Florida.


7. Try More Great Local Dining Spots

Englewood has a surprisingly vibrant food scene.
A few guest favorites include:

  • Farlow’s on the Water – Caribbean-inspired seafood and a lush tropical patio

  • Lock ’N Key Restaurant & Pub – Upscale casual dining steps from Englewood Beach

  • SandBar Tiki & Grille – Fun, live music, and great grouper sandwiches

From casual tiki bars to romantic dinners, Englewood has you covered.

Seafood platter at a waterfront restaurant in Englewood, Florida.


8. Go Fishing, Boating, or Take a Day Trip

Englewood is a haven for fishing enthusiasts. Charter a boat for deep-sea fishing, rent a pontoon to explore Lemon Bay, or simply cast a line from a pier.

For day trips, check out:

  • Boca Grande (30 min south) – quaint island charm

  • Venice (25 min north) – “Shark Tooth Capital of the World”

  • Sarasota (45 min north) – art, shopping, and more dining

Boating and fishing adventures await at nearby Stump Pass Marina.


9. Explore Local Shops & Farmers Markets

Spend a morning browsing the Englewood Farmers Market (open seasonally) for fresh produce, handmade crafts, and local art.
Downtown Englewood also has charming boutiques and antique stores for a relaxed shopping stroll.

Fresh produce and local goods at the Englewood Farmers Market in Florida.


10. Watch the Sunset (Every Night If You Can!)

The sunsets on Florida’s Gulf Coast are legendary—and nowhere better than Englewood and Manasota Key. Head to Englewood Beach’s boardwalk or a waterfront restaurant to end your day in true paradise style.

A colorful Gulf Coast sunset on Englewood Beach.


Bonus: Relax by the Pool at “Home Base”

After exploring, there’s nothing better than coming back to a quiet, comfortable space. Our Englewood condo offers everything you need to relax:

  • Heated pool (open year-round)

  • Lanai for morning coffee or evening wine

  • Ground-floor convenience (no stairs)

  • Updated kitchen and spacious living area

  • Resort-style complex with clubhouse, ping-pong, and pickleball

It’s the perfect home base for families, couples, and beach vacationers alike.

Heated resort-style pool at our Englewood Florida vacation rental condo.


Why Stay in Englewood (Not On the Key)

Manasota Key may have the beaches—but Englewood gives you the balance.
You’re close to the sand and close to the conveniences of dining, shopping, and entertainment.

Our condo offers:
βœ… The comfort and quiet of a peaceful community
βœ… The excitement of being minutes from everything
βœ… The savings and flexibility that come when you book direct

Map showing short 8-minute drive from Englewood to Manasota Key beaches.


Final Thoughts

Englewood and Manasota Key are the kind of places people fall in love with—and return to year after year. You’ll find laid-back beaches, friendly locals, incredible sunsets, and just enough adventure to make every day feel special.

Whether you’re visiting for a family vacation, a romantic escape, or a much-needed beach recharge, you’ll find everything you’re looking for right here on Florida’s Gulf Coast.

🌴 Best value condo in Englewood
πŸ’° Book direct and save
πŸ–οΈ 8 minutes to the beach