Ft. Myers Beach

Explore The Island In Style

When you’re ready to pry yourself away from the pool or take a break from the beach, there’s a wide variety of entertainment both on and off Estero Island. DiamondHead Beach Resort is located near many of the area's best restaurants and bars, stylish beach boutiques, and world-class golf. Stop by Guest Services for local tips to help you make the most of your stay on Fort Myers Beach.

  • Day Trips
  • Eat & Drink
  • Featured Favorites
  • Golf
  • Shopping
Day Trips

Explore Historic Homes & Gardens
Edison & Ford Winter Estates | 14.6 mi.

2350 McGregor Blvd, Fort Myers, FL 33901

Take a guided tour through 20 acres of lush botanical gardens, historical buildings, the Edison Ford Museum, and the Edison Botanic Research Lab. Guests will love learning about the winter retreats of Thomas Edison and Henry Ford in a unique, educational, and interactive way.  

Plan an Outdoor Adventure
Lovers Key State Park | 7.0 mi.

8700 Estero Blvd, Fort Myers Beach, FL 33931

Home to gentle manatees, playful dolphins, and tiny marsh rabbits, Lovers Key State Park is a beautiful and isolated 712-acre preserve towards the south end of Fort Myers Beach. Accessible by boardwalk or tram, Lovers Key also offers outdoor activities like hiking, biking, paddle boarding and more. 

Take A Walk on The Wild Side
Everglades National Park | 16.3 mi.

27180 Old 41 Rd, Bonita Springs, FL 34135

Established in 1936, the Everglades Wonder Gardens feature sprawling botanical gardens, wildlife enclosures and lush, tropical plants in a vast and silent swamp. Snap a photo with “Big Joe”, a 14.5-foot-long, 1,000+ lb. crocodile, Florida panthers, and over 2,000 species of wildlife.

Embrace the Local Nightlife
Downtown Fort Myers | 15.4 mi.

2000 W First St, Fort Myers, FL 33901

Great for a relaxing day of shopping and dining, or a late-night partying with family and friends, Downtown Fort Myers offers exciting activities for everyone. Rotating weekly events include farmers markets, art walks, and live entertainment, and you can always find a variety of drink specials, live music, and dancing.

See the Southernmost Point
Key West | 1.6 mi.

1200 Main St, Fort Myers Beach, FL 33931

Sailing seasonally from Fort Myers Beach, the Key West Express promises a perfect day of exploring the beaches, bars, and boutiques of Key West. Stocked with snacks, drinks, sundecks and flat-screen TVs, these high-speed, air-conditioned ferries also guarantee an exhilarating ride. 

Eat & Drink

Cōste Island Cuisine | On Property (currently closed)

2000 Estero Blvd, Fort Myers Beach, FL 33931

Grab a drink at our open-concept bar or take in stunning beach and Gulf views from our indoor dining room or outdoor dining terrace.

Cabañas Beach Bar & Grille | On Property

2000 Estero Blvd, Fort Myers Beach, FL 33931

Expect your favorite comfort food and hand-crafted cocktails at our modern open-air bar and grill by the beach. 

Bayfront Bistro | 2.1 mi.

4761 Estero Blvd, Fort Myers Beach, FL 33931

This bright and airy bistro serves up creative American cuisine with an authentic Floridian twist and panoramic waterfront views. 

South Beach Grille | 4.0 mi.

7205 Estero Blvd, Fort Myers Beach, FL 33931

This upscale eatery has a diverse menu full of seafood, sushi, salads, soups, and satisfying appetizers and entrees. 

Tuckaway Bagel & Waffle Cafe | 0.1 mi.

2301 Estero Blvd, Fort Myers Beach, FL 33931

A cheerful and pet-friendly cafe for traditional Belgian waffles, bagel sandwiches, fresh fruit smoothies and espresso. 

Featured Favorites

Holiday Water Sports Ft. Myers Beach | 0.0 Miles

2000 Estero Blvd Ft. Myers Beach, FL 33931

The epicenter of watersports on Ft. Myers Beach, offering Jet Skis, Dolphin Tours, Paddle Sports, Saling or lounge on beach chairs under an umbrella to relax while your feet are in the sand.


Estero Island Parasail | 0.0 Miles

2000 Estero Blvd Ft. Myers Beach, FL 33931

Estero Island Parasail has been providing family fun on Ft. Myers Beach for over 15 years.  Experience the exhilaration of soaring above the coastline with breathtaking views.


CenturyLink Sports Complex | 11.2 mi.

14100 6 Mile Cypress Pkwy, Fort Myers, FL 33912

Lee County’s CenturyLink Sports Complex is spring training home to the Minnesota Twins baseball team and their lively fans. 

JetBlue Park at Fenway South | 16.6 mi.

11500 Fenway South Drive, Fort Myers, FL 33913

Promising an unforgettable outing at the ballpark, Boston Red Sox fans will flip for the JetBlue Park’s “Fenway South,” “Green Monster” and manual scoreboard.

J.N. “Ding” Darling National Wildlife Refuge | 16.2 mi.

1 Wildlife Dr, Sanibel, FL 33957

A world-renowned sanctuary for native and migratory birds, this 5,000 acre park has one of the largest undeveloped mangrove ecosystems in the United States.


Dunes Golf & Tennis Club | 12.0 mi.

Dunes Golf & Tennis Club | 12.0 mi. 949 Sand Castle Rd, Sanibel, FL 33957

This unique 18-hole course, authorized by the Audubon Cooperative Society, has tropical landscaping, exotic wildlife, and is Sanibel’s only aqua driving range. 

Lely Resort Golf & Country Club | 38.2 mi.

8004 Lely Resort Blvd, Naples, FL 34113

Designed by Robert Trent Jones Sr., this award-winning course offers a complex layout with an abundance of challenging fairways and water hazards.

Old Corkscrew Golf Course | 25.1 mi.

17320 Corkscrew Rd, Estero, FL 33928

The only “stand alone” Jack Nicklaus course in Southwest Florida, Old Corkscrew features strategically placed holes, towering pine trees, and beautiful vistas.

Tiburón Golf Club | 21.9 mi.

2620 Tiburon Dr, Naples, FL 34109

Designed by PGA Tour professional Greg Norman, this alluring 36-hole championship course boasts 800 acres of lush flora and fauna. 

Verandah Golf Club | 26.1 mi.

12201 River Village Way, Fort Myers, FL 33905

Verandah Golf Club offers breathtaking panoramas, exciting challenges, natural vegetation, and distinct water features. 


Bell Tower Shops | 10.9 mi.

Daniels Parkway & US 41 Fort Myers, FL 33907

Featuring a variety of upscale eateries and shops, this outdoor mall includes a movie theater and a pet-friendly “Yappy Hour” with drink specials and live music.

Mercato | 19.3 mi.

9118 Strada Pl, Naples, FL 34108

In addition to high-end retailers and popular restaurants and bars, Mercato isi home to a state-of-the-art movie theater and Whole Foods Market. 

Sanibel Outlets | 5.6 mi.

20350 Summerlin Rd, Fort Myers, FL 33908

Sanibel Outlets is an open-air mall made up of brand-name designer shops with outlet prices you won’t find anywhere else. 

The Village Shops on Venetian Bay | 24.0 mi.

4200 Gulf Shore Blvd N, Naples, FL 34103

Comprising 60 unique galleries, waterfront restaurants, and boutiques, The Village on Venetian Bay is considered to be some of the best shopping in Naples.  

Waterside Shops | 22.0 mi.

5415 Tamiami Trail N, Naples, FL 34108

Named the “Rodeo Drive of Naples”, Waterside Shops houses luxury brand boutiques and upscale eateries in a stunning retail setting.