Last Updated on February 25, 2025 by JJ
Florida is home to some of the most breathtaking historic hotels, each offering a unique blend of luxury, charm, and a rich past. Whether you’re looking for a beachfront retreat, a secluded island hideaway, or a grand Mediterranean-style resort, the Sunshine State has it all. These historic hotels have stood the test of time, welcoming generations of guests with their elegant architecture, top-notch service, and romantic ambiance. If you and your partner are looking for an unforgettable escape, consider booking a stay at one of these incredible locations.
The Don CeSar – St. Pete Beach
📍 Website: www.doncesar.com
📍 Reservations: Book Here
Known as the “Pink Palace,” The Don CeSar has been a landmark of luxury on St. Pete Beach since 1928. This Mediterranean-style hotel sits on the sugar-white sands of the Gulf of Mexico, creating an idyllic setting for romance. Couples can enjoy a spa day at Spa Oceana, known for its rejuvenating treatments and private beachfront massages. The hotel’s historic charm has attracted notable guests, including F. Scott Fitzgerald. Dining at The Maritana is a must, with fresh seafood and an intimate, candlelit atmosphere. A sunset cocktail at The Rowe Bar is the perfect way to end the evening, with breathtaking views of the Gulf. Outside the hotel, downtown St. Petersburg offers vibrant nightlife, art galleries, and the famous Dalí Museum. For a more private experience, renting a cabana by the pool with a bottle of champagne ensures the perfect mix of luxury and relaxation. The Don CeSar also offers private sunset cruises, making it a premier choice for a romantic getaway.
Casa Monica Resort & Spa – St. Augustine
📍 Website: www.casamonica.com
📍 Reservations: Book Here
Nestled in the heart of St. Augustine, Casa Monica Resort & Spa is a Spanish-Moorish architectural masterpiece dating back to 1888. Its grand chandeliers, intricate tilework, and antique furnishings create an old-world ambiance that transports guests to another era. Luxurious suites feature canopy beds and private balconies overlooking the historic city streets. The on-site Poseidon Spa offers indulgent treatments, including couples’ massages, for the ultimate in relaxation. Just steps away, St. George Street beckons with its quaint cafés, art galleries, and boutique shops. A horse-drawn carriage ride through the cobblestone streets adds a magical touch to the experience. For fine dining, Costa Brava offers Mediterranean-inspired dishes in a romantic candlelit setting. History lovers will enjoy exploring Castillo de San Marcos, a 17th-century Spanish fort with stunning views of Matanzas Bay. Nearby beaches provide a beautiful escape for a sunset stroll. With its blend of history, romance, and luxury, Casa Monica is a dream destination for couples.
The Vinoy Resort & Golf Club – St. Petersburg
📍 Website: www.marriott.com/vinoy
📍 Reservations: Book Here
Along the waterfront in St. Petersburg, The Vinoy Resort & Golf Club has been a symbol of elegance since 1925. This historic pink resort blends 1920s grandeur with modern sophistication, making it a top choice for couples. Lavish rooms offer plush bedding, stunning bay views, and private balconies. The Vinoy Spa pampers guests with rejuvenating treatments, while outdoor enthusiasts can enjoy the resort’s championship golf course, tennis courts, and marina. The hotel’s grand veranda is an ideal spot to sip cocktails while watching the sun set over Tampa Bay. A short stroll leads to downtown St. Petersburg, where couples can explore world-class museums, charming cafés, and vibrant nightlife. For a special dining experience, Paul’s Landing offers fresh, locally sourced seafood with breathtaking waterfront views. Art lovers will appreciate a visit to the Museum of Fine Arts or the stunning Chihuly Collection. Whether it’s lounging by the pool or enjoying the cultural scene, The Vinoy provides the perfect romantic escape.
The Breakers – Palm Beach
📍 Website: www.thebreakers.com
📍 Reservations: Book Here
For unparalleled oceanfront luxury, The Breakers in Palm Beach is a world-renowned resort that has been captivating guests since 1896. Built by railroad magnate Henry Flagler, this Italian Renaissance-style resort features lush gardens, grand architecture, and a pristine private beach. Couples can unwind at The Spa at The Breakers, which offers personalized treatments in an oceanfront setting. Dining at HMF, the hotel’s swanky cocktail lounge, provides a glamorous throwback to the golden age of Palm Beach. For fine dining, Flagler Steakhouse and The Seafood Bar serve exquisite cuisine with impeccable service. Outdoor lovers can explore the hotel’s two championship golf courses or relax in a private poolside bungalow. The Breakers is also home to a collection of designer boutiques, perfect for an afternoon of shopping. A sunset walk along the private beach offers breathtaking views and a serene escape from the world. With its blend of history, elegance, and romance, The Breakers is an iconic choice for a couples’ retreat.
The Gasparilla Inn & Club – Boca Grande
📍 Website: www.the-gasparilla-inn.com
📍 Reservations: Book Here
Tucked away on Gasparilla Island, The Gasparilla Inn & Club is a secluded retreat that has welcomed guests since 1913. Its classic Old Florida charm is evident in the grand white-columned facade and cozy, beautifully appointed rooms. The beach club offers a private escape where couples can enjoy crystal-clear waters and powdery white sand. The inn’s historic charm extends to its signature croquet lawn and afternoon tea service, adding a touch of elegance to the experience. Dining at The Pink Elephant is a must, offering fresh seafood and handcrafted cocktails in an intimate setting. Renting a golf cart to explore the island’s charming streets and historic homes is a favorite activity among guests. A visit to the Gasparilla Lighthouse offers breathtaking panoramic views of the Gulf of Mexico. Biking and kayaking are popular ways to explore the island’s natural beauty. The Gasparilla Inn’s quiet, intimate setting makes it an idyllic choice for couples seeking privacy and relaxation.
Florida’s historic hotels each offer a unique atmosphere, blending old-world charm with modern luxury. Whether you prefer a grand estate, a seaside retreat, or a boutique inn, these timeless destinations provide the perfect backdrop for romance. From the luxurious elegance of The Breakers to the beachfront serenity of The Don CeSar, each hotel offers a chance to create unforgettable memories with your loved one. Book your stay today and experience the charm and history of Florida’s most iconic hotels.
