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Ultimate 15-Day Fort Myers and Southwest Florida Adventure

Ultimate 15-Day Fort Myers and Southwest Florida Adventure Itinerary

Last updated: 2024 Jun 14

Riverside Strolls and Culinary Delights

Morning
Begin your Fort Myers journey with a delightful breakfast at Bennett's Fresh Roast, known for its artisanal coffee and delectable pastries. Afterward, take a serene morning walk through the historic Edison and Ford Winter Estates, where you'll explore the botanical gardens and learn about the legacies of these famous inventors.
Afternoon
For lunch, head to The Firestone - Grille, Martini Bar & Skybar and enjoy their rooftop dining experience with a view. Post-lunch, immerse yourself in the local history at the Southwest Florida Museum of History, located in the former Atlantic Coastline Railroad depot.
Evening
As the sun sets, savor a fine dining experience at The Veranda, an iconic restaurant housed in a historic building. Conclude your evening with a leisurely stroll along the Fort Myers River District, enjoying the vibrant nightlife and live music.
Bedtime
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Edison and Ford Winter Estates

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Southwest Florida Museum of History

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Island Escape to Sanibel

Morning
Enjoy a breakfast at The Jac Sanibel Island Bar & Grille before crossing the causeway to Sanibel Island. Spend your morning shelling on the pristine beaches or visiting the J.N. Ding Darling National Wildlife Refuge for a chance to spot local and migratory birds.
Afternoon
Have a relaxed lunch at La Trattoria Cafe Napoli and then explore the island's unique shops and galleries. Don't miss the Sanibel Island Lighthouse and the historical village.
Evening
Dine at The Jac Sanibel Island Bar & Grille for a taste of island cuisine. Afterward, take a sunset stroll on the beach or join the 2hr Tiki Pub Sunset Experience in Fort Myers Beach for a lively evening on the water.
Bedtime
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Visit J.N. Ding Darling National Wildlife Refuge in Fort Myers

J.N. Ding Darling National Wildlife Refuge

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2hr Tiki Pub Sunset Experience in Fort Myers Beach

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Nature's Wonders and Culinary Surprises

Morning
Start your day with breakfast at The Standard Restaurant and Bar, known for its fresh, local ingredients. Then, head to the Six Mile Cypress Slough Preserve for a morning walk through one of the area's most vital natural habitats.
Afternoon
For lunch, experience the innovative cuisine at Crave Culinaire by Chef Brian Roland. Afterward, visit the Calusa Nature Center and Planetarium to learn about the local flora, fauna, and the Calusa people who first inhabited the area.
Evening
Enjoy a sophisticated dinner at Il Cielo - The Ritz-Carlton, Naples, a short drive south in Naples. Return to Fort Myers and cap off the evening with a nightcap at Sasse's Restaurant & Lounge, a local favorite for its ambiance and drinks.
Bedtime
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Visit Six Mile Cypress Slough Preserve in Fort Myers

Six Mile Cypress Slough Preserve

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Visit Calusa Nature Center and Planetarium in Fort Myers

Calusa Nature Center and Planetarium

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Cultural Immersion and Waterfront Dining

Morning
Begin with breakfast at Mad Fresh Bistro, where the menu is as creative as the name suggests. Then, spend your morning at the IMAG History & Science Center, diving into the history and science of Southwest Florida.
Afternoon
For lunch, head to Prawnbroker Restaurant Group Inc. and indulge in their fresh seafood offerings. Post-lunch, take a leisurely walk through the River District History Tour, exploring the historical landmarks and architecture of downtown Fort Myers.
Evening
Dine at The Melting Pot for a unique interactive dining experience with fondue. Afterward, enjoy the evening breeze with a walk along the Fort Myers Riverfront, taking in the sights and sounds of the Caloosahatchee River.
Bedtime
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IMAG History & Science Center

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River District History Tour

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Day of Adventure and Evening Elegance

Morning
Grab a quick breakfast at Ford's Garage before embarking on an adventure to the Everglades Day Safari from Sanibel, Fort Myers & Naples. Spend your morning exploring the unique ecosystem and spotting wildlife in their natural habitat.
Afternoon
After returning from the safari, enjoy a late lunch at Downtown House of Pizza, a local favorite for its New York-style pies. Then, take some time to relax and freshen up before your evening out.
Evening
Dress up for a sophisticated dinner at Harold's Restaurant, known for its upscale ambiance and impeccable cuisine. After dinner, enjoy a performance at the Barbara B. Mann Performing Arts Hall, showcasing a variety of entertainment from Broadway shows to musical acts.
Bedtime
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Visit Everglades Day Safari from Sanibel, Fort Myers & Naples in Fort Myers
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Everglades Day Safari from Sanibel, Fort Myers & Naples

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Visit Madonna dell’Orto Church (Chiesa della Madonna dell'Orto) in Fort Myers
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Barbara B. Mann Performing Arts Hall

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Scenic Drives and Sunset Kayaking

Morning
Start your day with a hearty breakfast at Two Meatballs in the Kitchen, a local Italian favorite. Then, take a scenic drive along the Loop Road in Big Cypress National Preserve, where you might spot alligators, birds, and other wildlife.
Afternoon
For lunch, head to Blu Sushi and enjoy their creative sushi rolls and vibrant atmosphere. Afterward, spend a relaxing afternoon at the Fort Myers Beach, soaking up the sun and the lively beach atmosphere.
Evening
Experience the beauty of a Southwest Florida sunset on a guided Fort Myers Guided Sunset Kayaking Tour through Pelican Bay. Afterward, enjoy a casual dinner at Sweet Melissa's Cafe, known for its farm-to-table dishes and welcoming environment.
Bedtime
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Loop Road

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Fort Myers Beach

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Historic Homes and Hidden Gems

Morning
Begin with breakfast at Cibo Italian Restaurant, offering a taste of Italy in the heart of Fort Myers. Then, spend your morning exploring the Burroughs Home & Gardens, a hidden gem that provides a glimpse into the luxurious lifestyle of the early 20th century.
Afternoon
For lunch, head to The Firestone - Grille, Martini Bar & Skybar and enjoy their diverse menu in a historic setting. Afterward, take a guided Fort Myers Scavenger Hunt to discover the city's lesser-known attractions and stories.
Evening
Dine at The Standard Restaurant and Bar for a laid-back yet refined dinner experience. Cap off the evening with a visit to Zoomers Amusement Park for some lighthearted fun and entertainment.
Bedtime
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Burroughs Home & Gardens

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Fort Myers Scavenger Hunt

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Manatees and More

Morning
Enjoy breakfast at The Jac Sanibel Island Bar & Grille before heading to Manatee Park for a morning of observing these gentle giants in their natural habitat. Learn about their behavior and conservation while enjoying the riverside scenery.
Afternoon
For lunch, visit The Veranda, a historic restaurant with a charming courtyard. Afterward, take a leisurely drive to the Rookery Bay National Estuarine Research Reserve in Naples, where you can explore the interactive exhibits and stroll along the boardwalks.
Evening
Return to Fort Myers and dine at The Firestone - Grille, Martini Bar & Skybar, known for its diverse menu and historic ambiance. After dinner, take a relaxing evening cruise with Pure Florida - Fort Myers Sunset Music Cruise, enjoying live music and the beautiful waterfront views.
Bedtime
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Manatee Park

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Rookery Bay National Estuarine Research Reserve

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Island Hopping and Culinary Delights

Morning
Start your day with breakfast at The Jac Sanibel Island Bar & Grille, then catch the morning ferry to Cabbage Key Island. Explore the island's nature trails and enjoy the famous cheeseburger in paradise at the historic Cabbage Key Restaurant.
Afternoon
After returning to Sanibel, have a relaxed lunch at Sasse's Restaurant & Lounge, known for its island-inspired cuisine. Spend the rest of the afternoon beachcombing or visiting the Sanibel Historical Museum and Village to learn about the island's history.
Evening
Dine at The Jac Sanibel Island Bar & Grille for a taste of the island's fresh seafood and vibrant atmosphere. End the evening with a beach bonfire experience at Sunset Beach Bonfire and Food Truck Experience, complete with live music and s'mores.
Bedtime
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Relaxation and Recreation

Morning
Enjoy a leisurely breakfast at The Standard Restaurant and Bar before heading to Lakes Park for a morning of relaxation. Take a stroll around the lakes, rent a paddleboat, or simply enjoy the peaceful surroundings.
Afternoon
For lunch, visit Mad Fresh Bistro and indulge in their creative and fresh dishes. Afterward, spend the afternoon at Zoomers Amusement Park, where you can enjoy go-kart racing, mini-golf, and other fun activities.
Evening
Dine at The Melting Pot for a unique fondue experience. After dinner, take a walk along the Fort Myers Riverfront and enjoy the evening lights reflecting on the water.
Bedtime
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Lakes Park

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Zoomers Amusement Park

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Thrills and Chills

Morning
Start your day with breakfast at Ford's Garage, a local favorite with a unique automotive theme. Then, head to Big Cypress National Preserve for a morning airboat ride, where you'll have the chance to spot alligators and other wildlife in their natural habitat.
Afternoon
After the airboat ride, grab lunch at Downtown House of Pizza, known for its New York-style slices. Then, cool off at Sun Splash Family Waterpark, where you can enjoy a variety of water slides and attractions.
Evening
For dinner, visit Crave Culinaire by Chef Brian Roland for an upscale dining experience. Afterward, take a haunted history tour with True Tours, where you'll learn about the darker side of Fort Myers' past.
Bedtime
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Visit Big Cypress National Preserve in Fort Myers
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Big Cypress National Preserve

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Sun Splash Family Waterpark

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Science and Serenity

Morning
Enjoy breakfast at Bennett's Fresh Roast, then spend your morning at the IMAG History & Science Center, exploring the interactive exhibits and learning about the natural and human history of Southwest Florida.
Afternoon
For lunch, head to Prawnbroker Restaurant Group Inc. and savor their fresh seafood dishes. Afterward, take a guided Fort Myers Guided Kayaking Eco Tour in Pelican Bay to immerse yourself in the local marine and bird life.
Evening
Dine at The Firestone - Grille, Martini Bar & Skybar and enjoy their diverse menu and historic ambiance. After dinner, take a leisurely stroll through the Fort Myers River District, taking in the vibrant nightlife and live music.
Bedtime
Find amazing hotels in Fort Myers.
Visit IMAG History and Science Center in Fort Myers

IMAG History & Science Center

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Visit Fort Myers Guided Kayaking Eco Tour in Pelican Bay in Fort Myers
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Fort Myers Guided Kayaking Eco Tour in Pelican Bay

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Historic Estates and Evening Entertainment

Morning
Start your day with breakfast at The Veranda, then visit the Edison and Ford Winter Estates for a morning tour. Explore the botanical gardens, historical homes, and learn about the legacies of these famous inventors.
Afternoon
For lunch, head to The Standard Restaurant and Bar and enjoy their fresh, local ingredients. Afterward, take a guided Fort Myers Scavenger Hunt to discover the city's hidden gems and history.
Evening
Dine at Mad Fresh Bistro for a creative and fresh dining experience. After dinner, enjoy a live performance at the Barbara B. Mann Performing Arts Hall, showcasing a variety of entertainment from Broadway shows to musical acts.
Bedtime
Find amazing hotels in Fort Myers.
Visit Edison and Ford Winter Estates in Fort Myers
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Edison and Ford Winter Estates

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Visit Fort Myers Scavenger Hunt in Fort Myers

Fort Myers Scavenger Hunt

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Island Rhythms and Waterfront Wonders

Morning
Enjoy a breakfast at La Trattoria Cafe Napoli before heading to the Sanibel Island. Spend your morning exploring the island's beautiful beaches, unique shops, and the Sanibel Historical Museum and Village to learn about the island's history.
Afternoon
Have a relaxed lunch at Sasse's Restaurant & Lounge, then take a guided Fort Myers Guided Kayak or SUP Tour in Pelican Bay to enjoy the serene waters and spot local wildlife.
Evening
Dine at Blu Sushi for a vibrant and creative dining experience. Afterward, take a sunset cruise with Pure Florida - Fort Myers Sunset Music Cruise, enjoying live music and the beautiful waterfront views.
Bedtime
Find amazing hotels in Fort Myers.
Visit Sanibel Island in Fort Myers

Sanibel Island

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Visit Sanibel Island in Fort Myers

Sanibel Historical Museum and Village

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Farewell to Fort Myers

Morning
Enjoy a final breakfast at Sweet Melissa's Cafe, known for its farm-to-table dishes. Spend your morning at Lakes Park, taking a leisurely walk and reflecting on your time in Fort Myers.
Afternoon
For lunch, visit Cibo Italian Restaurant and savor their authentic Italian cuisine. Afterward, take a guided Fort Myers Scavenger Hunt to revisit some of your favorite spots and discover new ones.
Evening
Dine at The Melting Pot for a unique fondue experience, a perfect way to end your culinary journey in Fort Myers. After dinner, take a leisurely drive through the Fort Myers Riverfront, enjoying the evening lights and the memories of your time in the city.
Bedtime
Find amazing hotels in Fort Myers.
Visit Lakes Park in Fort Myers

Lakes Park

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Visit Fort Myers Scavenger Hunt in Fort Myers

Fort Myers Scavenger Hunt

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