10-Day Florida Beach and Pool Getaway in September 2025

Day 1: Arrive in Miami

Miami, Florida on September 1, 2025

10:00AM

Check into Hotel with Beach Access

Settle into your beachfront hotel, enjoy the stunning ocean views and relax by the pool. Enjoy amenities like pools and beach access.
USD250, 3 hours

1:00PM

Lunch at La Sandwicherie

Savor fresh, gourmet sandwiches and salads at this popular local eatery that's perfect for a quick bite.
USD20, 1 hour

2:30PM

Beach Time

Spend your afternoon lounging on Miami Beach, swimming in the ocean or playing beach games in the soft sand.
Free, 4 hours

7:00PM

Dinner at Prime 112

Indulge in an upscale steakhouse experience with delicious sides and classic cocktails in a vibrant atmosphere.
USD80, 2 hours
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Day 2: Exploring Miami

Miami, Florida on September 2, 2025

8:00AM

Breakfast at Big Pink

Enjoy hearty breakfast staples at this famous diner known for its generous portions and retro vibe.
USD15, 1 hour

9:30AM

Visit Vizcaya Museum and Gardens

Explore the stunning Italian Renaissance-style villa with breathtaking gardens that overlook Biscayne Bay.
USD22, 2 hours

12:00PM

Lunch at Joe's Stone Crab

Famous for its stone crab claws, enjoy a seafood feast at this iconic Miami restaurant with a long-standing heritage.
USD60, 1.5 hours

2:00PM

South Beach Stroll

Take a leisurely walk along Ocean Drive, soak up the sun, and appreciate the vibrant art deco architecture.
Free, 2 hours

5:00PM

Relax by the Pool

Chill at your hotel pool, sip on refreshing cocktails as you unwind after a busy day exploring.
Free, 2 hours

7:30PM

Dinner at CnP

Experience a modern Caribbean dining with flavorful dishes presented beautifully at this trendy restaurant.
USD50, 2 hours
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Day 3: Travel to Fort Lauderdale

Fort Lauderdale, Florida on September 3, 2025

8:00AM

Breakfast at The Floridian

Start the day with a delicious breakfast featuring pancakes and omelets in a favorite local spot.
USD15, 1 hour

9:00AM

Drive to Fort Lauderdale

Enjoy the scenic drive to Fort Lauderdale, known for its stunning beaches and vibrant nightlife.
Free, 1 hour

10:30AM

Check into Beachfront Hotel

Relax and unwind at your Fort Lauderdale hotel that offers great beach access and pool facilities.
USD250, 1 hour

11:30AM

Beach Day

Soak up the sun and enjoy the clear waters at Fort Lauderdale Beach. Rent a cabana for added luxury.
USD50, 4 hours

4:30PM

Poolside Relaxation

Chill at your hotel's pool and order some refreshing drinks while enjoying the Florida sunshine.
Free, 2 hours

7:00PM

Dinner at Louie Bossi's Ristorante

Indulge in delicious Italian fare with homemade pasta and an extensive wine list in a lively atmosphere.
USD70, 2 hours
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Day 4: Fort Lauderdale Activities

Fort Lauderdale, Florida on September 4, 2025

8:00AM

Breakfast at Market 17

Enjoy a farm-to-table breakfast with fresh ingredients cooked to perfection in an eco-friendly environment.
USD20, 1 hour

9:30AM

Las Olas Boulevard Shopping

Take a stroll through this vibrant shopping district filled with boutiques, galleries, and cafes.
Free, 2 hours

12:00PM

Lunch at The Cheesecake Factory

Enjoy a variety of dishes from this popular chain known for its extensive menu and tempting desserts.
USD30, 1.5 hours

1:30PM

Water Taxi Tour

Explore Fort Lauderdale's beautiful waterways on a water taxi, learning about the area’s rich history.
USD25, 2 hours

4:00PM

Back to the Pool

Return to your hotel and spend the rest of the afternoon lounging at the pool.
Free, 3 hours

7:30PM

Dinner at Tarpon River Brewing

Dine on tasty pub food paired with local craft beers at this welcoming brewery with a laid-back vibe.
USD40, 2 hours
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Day 5: Journey to Naples

Naples, Florida on September 5, 2025

8:00AM

Breakfast at Jane's Cafe

Enjoy a delightful breakfast in a charming cafe with beautiful outdoor seating.
USD15, 1 hour

9:30AM

Drive to Naples

Enjoy a picturesque drive along the coast as you head toward Naples, known for its beautiful beaches.
Free, 1.5 hours

11:00AM

Check into Beachfront Resort

Relax at your beachfront resort with direct beach access and a stunning pool.
USD300, 1 hour

12:30PM

Lunch at The Dock

Dine with a water view and sample fresh seafood at this popular dockside restaurant.
USD30, 1.5 hours

2:00PM

Afternoon at the Beach

Spend the afternoon lounging on the beach, swimming in the warm Gulf waters or simply relaxing in the sun.
Free, 4 hours

6:30PM

Dinner at Campiello

Savor delicious Italian cuisine in a charming setting known for its creative dishes and lovely atmosphere.
USD60, 2 hours
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Day 6: Exploring Naples

Naples, Florida on September 6, 2025

8:00AM

Breakfast at The Cafe

Enjoy a light and fresh breakfast at this local cafe known for its pastries and coffee.
USD12, 1 hour

9:30AM

Visit Naples Botanical Garden

Explore this stunning botanical garden featuring diverse plants and themed gardens in a serene setting.
USD20, 2 hours

12:30PM

Lunch at Ocean Prime

Experience fine dining and breathtaking views of the beach at this upscale seafood and steakhouse.
USD50, 2 hours

3:00PM

Relax by the Resort Pool

Unwind by the pool at your resort, enjoying the peaceful surroundings and sunshine.
Free, 3 hours

6:30PM

Dinner at The Continental

Dine on globally inspired dishes in a trendy space with vibrant decor in downtown Naples.
USD45, 2 hours
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Day 7: Travel to Sarasota

Sarasota, Florida on September 7, 2025

8:00AM

Breakfast at Blueberry Muffin

Enjoy delicious breakfast items including fresh pastries and hearty omelets at this cozy spot.
USD15, 1 hour

9:30AM

Drive to Sarasota

Make your way to Sarasota, known for its beautiful beaches and cultural attractions.
Free, 1 hour

10:30AM

Check into Beachfront Resort

Check into your resort with beach and pool access while enjoying stunning views of the Gulf.
USD300, 1 hour

12:00PM

Lunch at The Beach Club

Dine right on the beach for fresh seafood and drinks in a relaxed setting with a beautiful view.
USD40, 1.5 hours

1:30PM

Beach Time

Spend your afternoon relaxing on the beach or taking part in water activities like paddleboarding.
Free, 4 hours

6:30PM

Dinner at Selva Grill

Explore a menu inspired by Latin American cuisine featuring fresh and flavorful dishes in a vibrant atmosphere.
USD60, 2 hours
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Day 8: Discovering Sarasota

Sarasota, Florida on September 8, 2025

8:00AM

Breakfast at First Watch

Enjoy fresh and healthy breakfast dishes in a cheerful setting focusing on quality ingredients.
USD15, 1 hour

9:30AM

Visit The Ringling

Explore this famous art museum and the historic estate with beautiful gardens and circus artifacts.
USD25, 3 hours

12:30PM

Lunch at Shore Diner

Dine at a coastal eatery offering fresh seafood and homestyle dishes in a casual atmosphere.
USD30, 1.5 hours

2:00PM

Relax by the Resort Pool

For the afternoon, enjoy the comfort of your resort pool and catch some rays.
Free, 3 hours

6:30PM

Dinner at Cafe L’Europe

Dine in an elegant atmosphere with a menu featuring classic European and contemporary dishes.
USD70, 2 hours
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Day 9: Journey to Orlando

Orlando, Florida on September 9, 2025

8:00AM

Breakfast at The Osprey Tavern

Savor breakfast classics with a twist in a stylish setting inspired by Florida’s rich culinary scene.
USD20, 1 hour

9:30AM

Drive to Orlando

Enjoy a scenic drive to Orlando, where theme parks and attractions await.
Free, 1.5 hours

11:00AM

Check into Hotel in Orlando

Find your accommodation with pool access and proximity to attractions for ultimate convenience.
USD200, 1 hour

12:30PM

Lunch at The Cowfish Sushi Burger Bar

Treat yourself to a unique dining experience offering a combination of sushi and burgers in a vibrant atmosphere.
USD40, 1.5 hours

2:00PM

Visit Universal CityWalk

Explore the entertainment complex with shops, restaurants, and fun activities just outside the parks.
Free, 3 hours

5:30PM

Pool Relaxation at the Hotel

Spend the early evening by the pool at your hotel, enjoying a cocktail as you unwind after a day of travel.
Free, 2 hours

8:00PM

Dinner at The Melting Pot

Experience fondue dining with fresh ingredients and an interactive cooking experience at this popular chain.
USD70, 2 hours
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Day 10: Final Day in Orlando

Orlando, Florida on September 10, 2025

8:00AM

Breakfast at Cohen's Deli

Start your day with a hearty breakfast at a New York-style deli known for its bagels and sandwiches.
USD15, 1 hour

9:30AM

Visit a Theme Park (optional)

Spend your day at one of Orlando's famous theme parks, such as Universal Studios or Walt Disney World.
USD100, 6 hours

4:00PM

Refresh at the Hotel Pool

Enjoy one last chance to relax by the pool before packing for your journey home.
Free, 2 hours

6:00PM

Dinner at Disney Springs

Experience dining at one of the many restaurants in Disney Springs offering a variety of cuisines and a lively atmosphere.
USD60, 2 hours
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