Dreaming of sun-soaked beaches, thrilling theme parks, and vibrant nightlife? Florida’s got it all, and a 14-day itinerary is your ticket to experiencing the best the Sunshine State has to offer. From the bustling streets of Miami to the enchanting world of Disney in Orlando, you’ll uncover hidden gems and iconic landmarks along the way.
Key Takeaways
- Ideal Travel Times: Visit Florida from April to May for mild weather and fewer crowds, or during winter months for warm, dry weather despite higher costs. Shoulder seasons also offer lower prices and fewer tourists.
- Transportation Options: Renting a car is essential for exploring Florida’s widespread attractions, but using public transportation can be a cost-effective option for navigating urban areas.
- 14-Day Itinerary Highlights: Explore a diverse range of activities from Orlando’s theme parks and St. Augustine’s historical sites to Miami’s vibrant culture and the relaxation of Key West and the Everglades.
- Travel Tips: Pack lightweight clothing and sun protection, plan your route carefully, and book accommodations based on your budget and preferences. Renting a car and visiting popular spots during off-peak hours can enhance your experience.
- Dining and Budget: Enjoy local cuisine, such as Cuban food in Miami and seafood in the Keys. Balance paid attractions with free or low-cost activities to manage your budget effectively.
- Sustainability and Safety: Opt for eco-friendly accommodations, use reusable items, and respect natural habitats. Stay hydrated, apply sunscreen, and observe local guidelines for a safe trip.

Best Time to Visit Florida

The best time to visit Florida hinges on your preferences and planned activities. Consider these guidelines:
April to May
April to May often ranks as the ideal period. The weather suits varied activities such as beach outings, theme park visits, and outdoor explorations. Enjoy mild temperatures and relatively low humidity.
Winter Months (December to April)
This period marks the peak tourist season with warm, dry weather. Although ideal for most activities, expect higher accommodation and activity costs.
Shoulder Seasons (May to June and September to November)
During these months, you’ll find lower prices and fewer crowds. But, be prepared for occasional rain.
Getting Around Florida

Exploring Florida’s vast and varied attractions requires efficient transportation options. Whether renting a car or using public transportation, you’ll find plenty of convenient choices to ensure a smooth journey.
Renting a Car
Renting a car is highly recommended for a comprehensive Florida road trip. The state’s large size and spread-out attractions make a rental car essential for flexibility and convenience. You can rent a car at major airports like Miami International Airport (MIA) or Orlando International Airport (MCO). For example, a 10-day rental may cost around $175, offering reasonable rates for extensive travel.
Many car rental companies permit one-way rentals, allowing you to pick up a car in one city and drop it off in another. This is especially useful for road trips from Miami to Orlando, with only a nominal $50 fee difference. Services like Discover Cars can help find the best deals by comparing rates from various rental companies, including local agencies. They also provide benefits like free cancellation and competitive rates for full coverage.
Public Transportation
City-specific public transportation options in Florida offer affordable alternatives for getting around urban areas. Miami’s Metrorail, Metromover, and bus systems cover most of the city, providing efficient transit options. Miami Metrorail, with its 25-mile track, is an inexpensive way to explore central Miami without driving hassles.
Orlando’s Lynx bus system features over 290 routes, connecting major landmarks and attractions. While not as fast as a car, Lynx buses offer reliable transportation, especially for budget-conscious travelers. SunRail, Orlando’s commuter rail system, serves suburban routes and can be handy for getting to the outskirts.
For shorter local trips, ridesharing services like Uber and Lyft operate extensively in Florida’s cities. These can be helpful for exploring places where public transportation routes may be limited or less frequent.
Using a mix of renting a car and utilizing public transportation can help you explore Florida’s diverse landscapes and vibrant cities efficiently and flexibly.
Detailed 14-Day Florida Itinerary

Begin on an unforgettable journey through Florida, brimming with sun-soaked beaches, thrilling theme parks, and vibrant culture. This detailed 14-day trip covers all major attractions and hidden gems, ensuring diverse, exciting explorations. Get ready for a mix of adventures from Orlando’s magical experiences to Miami’s lively streets.
Day 1: Arrival and Exploration in Orlando
Start your adventure by arriving in Orlando. After checking into your accommodation, unwind by exploring the local area. Visit smaller theme parks like Disney’s Animal Kingdom. Don’t miss the Tree of Life Awakenings show in the evening for a mesmerizing start to your trip.
Day 2: Theme Parks in Orlando
Dedicate the day to Orlando’s major theme parks. Disney’s Magic Kingdom offers iconic attractions like Cinderella Castle. Or choose Universal’s Islands of Adventure to ride The Incredible Hulk rollercoaster. Catch the Blue Man Group show in the evening for eclectic entertainment.

Day 3: More Orlando Adventures
Continue your theme park adventure with a visit to Epcot or Disney’s Hollywood Studios. Experience unique attractions such as Spaceship Earth at Epcot and the Twilight Zone Tower of Terror at Hollywood Studios, offering immersive escapades.
Day 4: Orlando to St. Augustine
Drive from Orlando to St. Augustine. Check into your accommodation and begin exploring the oldest city in the U.S. Visit Castillo de San Marcos, the stone fortress that provides historical insights and stunning views of the city.
Day 5: Explore St. Augustine
Spend the day diving into St. Augustine’s rich history. Walk along St. George Street filled with quaint shops and landmarks like the Colonial Quarter. Explore the St. Augustine Lighthouse & Maritime Museum for panoramic views and nautical history.
Day 6: Drive to Miami
Travel to Miami, a city known for its cultural vibrancy and stunning beaches. Upon arrival, check into your hotel and spend the evening walking through the Art Deco Historic District in South Beach to glimpse Miami’s iconic architecture.
Day 7: Discover Miami
Spend the day exploring Miami’s diverse attractions. Visit the Pérez Art Museum Miami for contemporary art or investigate into the lively Cuban culture at Little Havana. Don’t miss a stroll through the beautiful Vizcaya Museum and Gardens, featuring exquisite architecture and lush landscapes.
Day 8: Miami Beach Day
Enjoy a relaxing day at Miami Beach. Swim, sunbathe, and indulge in water sports. Walk along the Beach Boardwalk, lined with charming cafes and shops. Experience the lively nightlife at Ocean Drive’s vibrant bars and restaurants.

Day 9: Road Trip to Key West
Drive to Key West along the scenic Overseas Highway. Arrive in this colorful town known for its relaxed vibe. Check into your accommodation and explore Mallory Square during sunset, enjoying street performances and local cuisine.
Day 10: Enjoy Key West
Dedicate the day to experiencing Key West’s charm. Visit the Ernest Hemingway Home and Museum, followed by a trip to the southernmost point buoy. Enjoy water activities such as snorkeling or a sunset cruise for breathtaking ocean views.
Day 11: Key West to the Everglades
Head from Key West to the Everglades National Park. Check into nearby lodging and prepare for an ecological adventure by exploring this vast subtropical wilderness.
Day 12: Explore the Everglades
Spend the day immersed in the Everglades. Join a guided airboat tour to see local wildlife, including alligators, or explore walking trails such as the Anhinga Trail. Don’t miss the chance for birdwatching and photographing the diverse flora and fauna.
Day 13: The Gulf Coast – Naples and Sarasota
Travel from the Everglades to Naples, a city known for high-end shopping and dining. Spend some time at the Naples Pier before heading to Sarasota. Explore the Ringling Museum of Art and unwind at the white sands of Siesta Key Beach.
Day 14: Return to Orlando
Conclude your journey by returning to Orlando. Relax and reminisce about your Floridian adventure. Ensure you have enough time for any last-minute shopping or visits before heading back home, cherishing the memories of your diverse voyage through Florida.
Tips for Your Florida Road Trip


Plan Your Route
Carefully plotting your route maximizes your 14 days in Florida. Start in Miami if you want vibrant nightlife or Orlando for theme park access. Efficient routing can save time and energy.
Best Time to Travel
Visiting Florida from April to May offers mild temperatures and fewer crowds. Winter months attract tourists with warm, dry weather. Shoulder seasons (May-June, Sept-Nov) provide lower prices and fewer crowds, though there’s a chance of rain.
Pack Smart
Bring lightweight clothing, comfortable shoes, swimwear, and sun protection. Florida’s weather is mostly warm, so light fabrics are ideal. A rain jacket or umbrella is useful due to occasional showers.
Rental Car
Renting a car is essential for a seamless experience. Major airports offer reasonable rates. A car lets you explore diverse landscapes, from beaches to nature parks.
Accommodations
Choose accommodations based on budget and preferences. Opt for beachfront hotels for direct access to the sand or consider budget options like motels and vacation rentals.
Type | Pros | Cons | Price Range |
---|---|---|---|
Beachfront Hotels | Ocean views, beach access | Expensive | $200-$500/night |
Motels | Budget-friendly, convenient | Basic amenities | $50-$100/night |
Vacation Rentals | Home-like feel, full kitchens | Varies widely in quality | $100-$300/night |
Secrets to Enjoying Popular Spots
Visit attractions early in the morning or late in the afternoon. Popular spots like Disney World and the Everglades can get crowded. Off-peak times offer a more enjoyable experience.
Dining Highlights
Explore local cuisine in each city. Miami offers Cuban restaurants, the Keys have seafood shacks, and Tampa boasts Cuban sandwiches. Each area provides unique flavors and dishes.
Budget Considerations
Allocate your budget for accommodations, food, activities, and transportation. Plan free or low-cost activities like beach days or park visits to balance your spending.
Sustainability Tips
Minimize your environmental impact by choosing eco-friendly accommodations and activities. Use reusable water bottles and bags. Respect natural habitats, especially in parks like the Everglades.
Must-Have Apps
Download travel and navigation apps like Google Maps, Roadtrippers, and park-specific apps for up-to-date info and efficient trip planning.
Engage with Locals
Chatting with locals can provide insider tips and recommendations. Engage in local events or festivals to immerse yourself in Florida’s culture.
Safety Precautions
Stay hydrated and apply sunscreen regularly. Observe wildlife from a safe distance. Follow local guidelines and rules, especially in nature reserves.
Hidden Gems
Seek out less-known places like Dry Tortugas National Park, Caladesi Island, and Cedar Key. These spots offer unique experiences away from the crowds.
Summary Tips Table
Here’s a quick summary of the tips for your Florida road trip:
Tip | Details |
---|---|
Plan Your Route | Maximize days, cover diverse destinations |
Best Time to Travel | April-May for mild weather & fewer crowds |
Pack Smart | Lightweight clothing, swimwear, sun protection |
Rental Car | Essential for exploring, available at major airports |
Accommodations | Choose based on budget & preferences |
Enjoy Popular Spots | Visit early or late to avoid crowds |
Dining Highlights | Explore local cuisine; Cuban in Miami, seafood in Keys |
Budget Considerations | Balance activities with free/low-cost options |
Sustainability Tips | Eco-friendly choices, reusable items, respect nature |
Must-Have Apps | Google Maps, Roadtrippers, park apps |
Engage with Locals | Insider tips, participate in events/festivals |
Safety Precautions | Stay hydrated, use sunscreen, observe wildlife safely |
Hidden Gems | Dry Tortugas, Caladesi Island, Cedar Key |
This table summarizes the essential tips for a successful and enjoyable Florida road trip.
Conclusion
Embarking on a 14-day adventure through Florida offers a perfect blend of excitement relaxation and discovery. From the magic of Orlando’s theme parks to the historic charm of St. Augustine and the vibrant energy of Miami you’ll experience the best of what the Sunshine State has to offer.
Whether you’re soaking in the laid-back vibes of Key West exploring the natural wonders of the Everglades or enjoying the serene beaches of the Gulf Coast each destination promises unique memories. By following the tips and recommendations outlined you can make the most of your journey while keeping it stress-free and enjoyable.
So pack your bags grab your sunscreen and get ready for an unforgettable Floridian road trip. With careful planning and a spirit of adventure your 14-day itinerary will be filled with incredible experiences and lasting memories. Happy travels!
Frequently Asked Questions
How many days should I stay in Florida?
With fourteen days in Florida, you have enough time to explore the state’s diverse attractions without rushing. This allows you to experience metropolitan areas, culture, history, and nature comprehensively.
How much money should I take to Florida for 2 weeks?
Budget around $100 per person per day. This should generally cover accommodations, meals, attractions, and transportation, ensuring a comfortable trip without excess spending.
What to do in Florida for 14 days?
The article provides a detailed 14-day itinerary, starting in Orlando with visits to Disney’s Magic Kingdom and Universal’s Islands of Adventure, followed by trips to St. Augustine, Miami, Key West, Everglades National Park, Naples, and Sarasota, before returning to Orlando.
Is $2000 enough for 2 weeks in Florida?
Yes, if you budget wisely. For two adults, sticking to a daily budget by shopping at Walmart or Publix and limiting dining out can make $2000 sufficient for a two-week trip.
Is it worth driving from Key Largo to Key West?
Definitely. The drive from Key Largo to Key West along the scenic Overseas Highway offers stunning beaches, sunsets, and marine life, making it a memorable part of your Florida road trip.