two women having the time of their life with their hands up in a convertible while on a road trip in Florida

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Soak up the Sun on the Ultimate Florida Road Trip

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Road Trips

Travel along the scenic A1A and soak in breathtaking views of the Atlantic on the ultimate Florida road trip. Visit the oldest city in the United States. Lounge around on stunning beaches. Allow the sun to fuel your mind, body, and spirit while you create new memories that will last a lifetime. Read on to learn more about some of the best places to stop along your trek through the Sunshine State. Then, be sure to check out our Romantic Getaway Guide if you’re planning to bring your sweetheart along! 

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10 of the Best Places to Stop on a Florida Road Trip

“I take to the open road, healthy, free, the world before me.” — Walt Whitman

1. Amelia Island 

Kick your Florida vacation off on Amelia Island. Whether you’re planning to relax on the beach, explore quirky downtown eateries and attractions, or explore maritime forests, you’re in the right place. Attend lively, world-class events. Sample fresh, local shrimp dishes at farm-to-table restaurants. You might even enjoy grabbing a drink at Florida’s oldest bar, The Palace Saloon!

Where to Stay 

Amelia Island Williams House Bed & Breakfast

Revel in the romantic, relaxing air of this exquisite Victorian Inn. Enjoy the authentic elegance of historic Florida amidst crystal chandeliers, beautiful antiques, and comfortable accommodations. 

Williams House B&B


2. Gainesville

Venture west to Gainesville for fun and vibrant college town vibes. While you’re there, consider visiting some of the top attractions such as the Florida Museum of Natural History, the University of Florida Bat House, Sweetwater Wetlands Park, and Devil’s Millhopper Geological State Park. Grab food at restaurants such as Satchel’s Pizza, Embers Wood Grill, and Dragonfly. 

Where to Stay 

The Laurel Oak Inn

Stay within walking distance of all the best attractions in Gainesville at the Laurel Oak Inn. This beautifully restored Queen Anne Victorian boasts five unique bedrooms in which you can stay. 

The Laurel Oak Inn


3. St. Augustine 

Known as the Nation’s Oldest City, St. Augustine boasts pristine beaches, eclectic shopping opportunities, and rich history. You will discover a vibrant blend of Cuban, Spanish, British, and American cultures in the architecture, food, and historic sites throughout the city. We recommend venturing to the nearby Vilano Beach for a little peace and quiet. 

Where to Stay 

St. Francis Inn Bed & Breakfast 

Stay in the heart of the Nation’s Oldest City, St. Augustine. The St. Francis Inn of Florida offers a variety of rooms and suites that feature a romantic atmosphere along with modern comforts. 

St. Francis Inn


4. Daytona Beach 

In Daytona Beach, thrill-seekers can visit the Daytona International Speedway or take part in the Richard Petty Driving Experience. If you’re more laid-back, spend some time perusing the Museum of Arts and Sciences or browsing wares at the Daytona Flea and Farmers Market. Find everything from delicious, Italian cuisine at Don Vito’s to exquisite Latin fare at Chucherias Hondurenas. 

Where to Stay 

River Lily Inn B&B

Soak in the historic, Southern charm at the River Lily Inn on the intercoastal Halifax River of Daytona Beach. Stay tucked away from the real world amidst oak trees and swaying palms. 

River Lily Inn


5. New Smyrna 

New Smyrna Beach is for the beach bums. Bask under the rays of the warm Florida sun all day long. We recommend exploring Smyrna Dunes Park, Apollo Beach, and Turtle Mound National Historic Site to revel in the great outdoors. Stroll along the Canal Street Historic District in search of unique gifts or souvenirs to bring home after your trip! To cool off, you can duck into the New Smyrna Museum of History and ponder intriguing exhibits. 

Where to Stay 

Black Dolphin Inn 

The old-world Spanish Isle architecture at Black Dolphin Inn sets the scene for an unforgettable getaway. Choose between 14 luxurious rooms, each designed with eclectic accents and decor!

Black Dolphin Inn 


6. Melbourne Beach 

Melbourne Beach is a quiet retreat from the hustle and bustle of some of Florida’s busier cities. After visiting the Kennedy Space Center, located an hour north of Melbourne, venture to this quiet slice of paradise. Enjoy the tranquility of the state’s longest beach on which you can find great surfing spots, sea turtle nesting areas, and ample room to lounge. 

Where to Stay 

Port d’Hiver Bed and Breakfast 

Stunning ocean views, a bubbling spa pool, and lush tropical surroundings inspire the senses at Port d’Hiver Bed and Breakfast. Imagine enjoying the sunset from a beautiful, private balcony. 

Port d’Hiver B&B


7. West Palm Beach 

West Palm Beach is one of the many, vibrant gems of the East Coast! Maybe you’d like to spend an entire day shopping at CityPlace and peruse various markets and boutiques. Perhaps you’re more concerned about satiating your appetite at some of the best restaurants in town. From Mediterranean and Italian cuisines to casual eateries and notable, fine-dining establishments, your taste buds will appreciate you stopping in WPB!  

Where to Stay 

Casa Grandview 

Casa Grandview gives off a Caribbean Island atmosphere with hints of Mediterranean Flair in the heart of the Grandview Heights Historic District in West Palm Beach. 

Casa Grandview


8. Miami 

One of the most significant cultural centers of the Southeast, Miami, offers everything from a vivacious nightlife to an indulgent culinary scene. While there, we recommend checking out Wynwood, Vizcaya Museum and Gardens, Zoo Miami, and the Miami Design District! 


9. Everglades National Park 

Everglades National Park is just an hour southwest of Miami. Experience impressive scenes of natural wonders painted in front of your very eyes. Explore the park on the water or by foot and admire the vast diversity of this unique ecosystem.


10. Key West 

Key West, FL, is a top travel destination year-round due to its warm weather and tropical air. Get out on the water and experience various watersports such as boating, kayaking scuba-diving, snorkeling, and more! Explore the city streets and wander into engaging art galleries and museums. Then, spend your evenings going out for drinks or feasting on delicious seafood dishes. 

Where to Stay 

The Conch House Heritage Inn

Find comfort in the lush, tropical ambiance of the Conch House Heritage Inn. Stay near all of the best beaches, restaurants, and attractions in Key West, in the heart of Old Town. 

The Conch House


Stay Select

Regardless of where your Florida road trip takes you, consider Staying Select along the way. Each of our properties meets a standard of quality assurance that our loyal guests look forward to regardless of where or why they’re traveling. Our Florida properties range from romantic bed and breakfasts and historic inns to modern, boutique hotels. Allow the sunshine, sand, and saltwater breezes to lure you in. Then, stay awhile. What are you waiting for? 

Plan the trip of a lifetime! 

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