Travel Itinerary

Immerse yourselves in art and history at The Ringling. Begin with the magnificent European paintings and sculptures in the Museum of Art.

Step back in time with a visit to Ca' d'Zan, the stunning Venetian Gothic mansion that was the winter home of John and Mable Ringling. Marvel at its grandeur and bayfront views.

Relive the magic of the big top at the Circus Museum, showcasing the history and artistry of the circus, a testament to John Ringling's legacy.

Enjoy a romantic walk through the meticulously manicured Bayfront Gardens, offering stunning views of Sarasota Bay and beautiful plant collections.

Cap off your day at The Ringling with a quiet moment watching the sunset over Sarasota Bay from the beautiful bayfront area near Ca' d'Zan.

Wander through the lush, tropical paradise of Marie Selby Botanical Gardens. Admire the extensive collection of orchids, bromeliads, and other exotic plants.

Spend time exploring the stunning conservatory and marvel at the massive Banyan trees, providing a truly unique and serene setting for a couple.

Enjoy a peaceful walk along the waterfront at Sarasota Bayfront Park, offering scenic views of the bay, boats, and the cityscape.

See the iconic 'Kissing Sailor' statue, a symbol of romance and celebration, located at the end of Sarasota's Bayfront Park. A perfect photo opportunity for couples.

Spend the evening exploring the vibrant arts and cultural district of downtown Sarasota, perhaps catching a live performance or browsing local galleries.

Enjoy a peaceful morning at Lido Key Beach, known for its quieter atmosphere and beautiful views. Perfect for sunbathing and a relaxing dip.

Embark on a romantic kayaking or paddleboarding adventure through the serene mangrove tunnels and calm waters of South Lido County Park. Start your journey here.

Continue your peaceful paddle, enjoying the lush natural surroundings and wildlife, arriving at the calmer side of South Lido's waterways. This is the endpoint of your water journey.

After your water adventure, take a gentle walk through the park's nature trails, observing local flora and fauna and enjoying the quiet coastal environment.

Experience the sophisticated charm of St. Armands Circle. Enjoy window shopping at the unique boutiques, admire the statues, and soak in the elegant atmosphere.

Embark on an adventure to Myakka River State Park. Begin your exploration with a walk along the historic canopy walkway, offering unique views of the tree tops. This is the starting point of your elevated walk.

Continue exploring the elevated trails and boardwalks that crisscross Myakka River State Park, providing opportunities for wildlife viewing and scenic vistas. This marks the typical endpoint of the canopy walk.

Experience the thrill of an airboat tour on the Myakka River, spotting alligators, birds, and other wildlife in their natural habitat. A fun and exciting adventure for two.

Beyond the formal tours, enjoy quiet moments together observing the diverse wildlife from various vantage points throughout the park.

Take a relaxed scenic drive through the expansive park, enjoying the natural beauty of the Florida wilderness before heading back to Sarasota.

Discover the wonders of marine life at Mote Marine Laboratory & Aquarium. See sharks, manatees, sea turtles, and various fish species, learning about ocean conservation together.

Engage with the interactive exhibits and touch tanks, a fun and educational experience that brings you closer to the marine environment.

Take a picturesque drive around City Island, enjoying the coastal views and boat docks. It's a charming area connected to Lido Key.

Find a quiet spot along the water on City Island to relax, chat, and watch the boats go by, enjoying the tranquil bay atmosphere.

Conclude your day by finding a prime spot on City Island to watch the spectacular sunset over Sarasota Bay, a perfect romantic end to the day.

Delve into history and natural beauty at Historic Spanish Point. Explore ancient mounds, historic structures, and beautiful gardens overlooking Little Sarasota Bay.

Wander through the beautifully preserved gardens and discover the various historic buildings, including the Webb family homestead and packinghouse, offering glimpses into Sarasota's past.

Head to Oscar Scherer State Park for a serene paddling experience on South Creek, a blackwater stream. Rent a kayak or canoe and explore the peaceful waters together. This is the starting point.

Continue your peaceful paddle along South Creek, enjoying the natural Florida landscape and looking for wildlife like ospreys and eagles. This is the endpoint of your paddle.

Explore the park's gentle hiking trails, walking through pine flatwoods and observing the diverse ecosystem, home to the endangered Florida scrub-jay.

Enjoy a relaxed start to the day. Perhaps find a charming local cafe for a delightful breakfast or brunch, savoring the peaceful morning together.

Revisit the beloved Siesta Key Beach for more relaxation, swimming, and soaking up the sun. Enjoy simply being together in this beautiful setting.

Take a romantic walk along the water's edge, searching for unique shells and creating lasting memories of your time on the beach.

Imagine a romantic picnic on the soft sands of Siesta Key, watching the gentle waves and enjoying a meal together as the afternoon fades.

Embark on a romantic sunset cruise on Sarasota Bay, enjoying panoramic views of the city skyline and the breathtaking colors of the Gulf Coast sunset from the water.

Take a charming day trip south to Venice. Begin by exploring the quaint, Italian-inspired architecture and tree-lined streets of historic Downtown Venice.

Browse the unique shops and boutiques along Venice Avenue, finding charming souvenirs or enjoying a coffee at a local cafe.

Head to Venice Beach, known as the 'Shark Tooth Capital of the World'. Spend time together sifting through the sand for fossilized shark teeth – a fun and unique activity.

After your treasure hunt, simply relax on the sandy shores of Venice Beach, enjoying the sun and the calming sound of the waves.

Conclude your day in Venice with a magnificent sunset view from the Venice Fishing Pier, extending beautifully into the Gulf of Mexico.

Spend your final morning revisiting a favorite beach, park, or simply enjoying a leisurely breakfast at your accommodation, soaking in the last moments of your romantic getaway.

If your final day falls on a Saturday, enjoy a vibrant visit to the Sarasota Farmers Market, exploring local produce, crafts, and food. (Note: The market is on Saturdays, which Oct 24, 2026 is).

Enjoy a final, reflective stroll along Sarasota Bayfront Park, taking in the serene waters and remembering the beautiful moments of your trip.

Depart from Sarasota, taking with you cherished memories of your romantic coastal getaway.