Instagram influencer Josh Easterling shares his top tips for solo travel to Orlando.


Beyond the iconic theme parks and family-friendly image, Orlando emerges as an iconic destination for solo travelers seeking legendary experiences. This vibrant city offers a surprising array of opportunities to explore, relax and connect. Whether you’re an adventurer at heart, a culture enthusiast or simply craving a change of pace, Orlando invites you to discover its hidden gems, create unforgettable memories and embrace the journey of self-discovery.

Discover: Josh Easterling’s Pride Guide to Orlando

Orlando vacation planning made easy — and free. Make a complimentary appointment with Visit Orlando’s Vacation Planners at a time and date of your choosing for the latest insider advice, special offers and more ahead of your next visit.

Orlando’s Vibrant Neighborhoods & Entertainment Districts: Your Solo Basecamps

Orlando is home to a variety of hidden-gem neighborhoods and famous tourism districts, each with its unique charm.

All Fired Up in Winter Park

Neighborhoods

Whether you’re seeking a quaint escape or a touch of sophistication, Winter Garden and Winter Park offer the perfect blend of charm that can swoon anyone.

Winter Garden welcomes you to its charming small-town atmosphere filled with boutique shops, cozy cafes and art galleries that showcase local talent. The relaxed vibe here is perfect for a leisurely afternoon, whether you’re browsing unique finds at the farmer’s market or enjoying a scenic bike ride along the West Orange Trail.

Discover: Things to Do in Winter Garden

Winter Park, on the other hand, is a haven of elegance and sophistication. Stroll down Park Avenue where you’ll find an array of upscale shops, from designer boutiques to specialty stores offering curated collections of fashion, art and home decor. Fine dining is another hallmark of Winter Park, with an array of exquisite restaurants that will have you feeling your full “Pretty Woman” fantasy.

Discover: Things to Do in Winter Park

Editor’s note: Don’t forget about our Orlando Main Street neighborhoods in and around the downtown area, as well as other nearby destinations like Lake Nona and Eatonville.

Discover: Things to Do in Orlando Neighborhoods

Entertainment Districts

The city’s entertainment epicenter, International Drive (aka I-Drive), has energy that is unmatched. Here, you’ll find a vibrant mix of shops, restaurants, and attractions, including The Orlando Eye at ICON Park®, a 400-foot observation wheel offering legendary views of the city. Whether you’re seeking thrilling rides, high-end shopping or a serene experience in the sky, I-Drive caters to a variety of tastes.

Discover: Things to Do on I-Drive

For a truly magical solo experience, you may want to explore Disney Springs® and Universal CityWalk. These unique entertainment districts are more than just places to shop or dine — they’re destinations in their own right.

Stroll through Disney Springs, where you can discover unique boutiques filled with one-of-a-kind treasures, from Disney-inspired art to handcrafted jewelry. You can savor unforgettable cuisine, whether you’re savoring world-class sushi, enjoying a gourmet burger, or treating yourself to an artisanal dessert.

Discover: Things to Do at DISNEY SPRINGS

At Universal CityWalk, the vibrant atmosphere brings iconic energy from all over, offering everything from live concerts and dance clubs to movie theaters and mini golf. Here, you can experience the thrill of catching a show at the legendary Hard Rock Live, enjoying a cocktail with a view, or just feeling the eccentric vibes that makes these stops unforgettable.

Discover: Things to Do at Universal CityWalk

Connect & Collaborate: Making Friends in Orlando

Orlando isn’t just about solo adventures — it’s a place where connections flourish. As you explore the city, consider joining a guided tour to share experiences with fellow travelers.

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Boggy Creek Airboat Adventures

For a true Florida experience, check out thrilling airboat tours through the headwaters of the Florida Everglades, offered by operators such as Boggy Creek Airboat Adventures, Spirit of the Swamp Airboat Rides, Wild Florida and Gator Airboat Rides. Glide through the lush wetlands, see wildlife in their natural habitat, and soak in the beauty of Orlando’s ecosystems. After your airboat ride, continue your journey by exploring outdoor markets or events, where you can enjoy the vibrant local culture and meet friendly faces.

Discover: Nature & Outdoors

For a truly interactive experience, consider unleashing your creativity. In Orlando’s College Park Main Street district, the Moss Art Class at Jungle Room by BWH Plant Co. provides a relaxed atmosphere to explore your artistic side while connecting with others. Alternatively, indulge your senses with candle making at Artifact Candle Foundry in downtown’s Thornton Park District, where you can create personalized scents and bond with fellow participants. These activities offer opportunities to connect with others that might share some similar interests.

Discover: Arts & Entertainment

Orlando’s lively bar and restaurant scene, exemplified by iconic spots like Trader Sam’s Grog Grotto at Disney’s Polynesian Village Resort, offers opportunities to mingle and make new friends. Trader Sam’s, with its exotic theming and playful atmosphere, is a perfect spot to enjoy delicious drinks and engage in conversation.

Discover: Orlando Speakeasies

Unwind & Recharge: Solo Serenity in Orlando

Orlando is famous for high-energy adventures, but it also offers serene escapes for those seeking solitude and rejuvenation.

Harry P. Leu Gardens in the Audubon Park Garden District invites everyone to stroll through the vibrant rose garden, explore the tropical palm and bamboo groves, or simply find a quiet bench to reflect by the serene lakeside. From admiring the seasonal blooms to enjoying the peaceful sounds of nature, this botanical oasis provides a perfect retreat from the city’s hustle, allowing you to reconnect with yourself and the natural world around you.

Discover: Orlando Gardens

For history enthusiasts, the Orange County Regional History Center provides a peaceful retreat into the past. Delve into the region’s rich heritage through captivating exhibits, artifacts and interactive displays. Immerse yourself in the stories of those who came before, offering a unique perspective on the city’s evolution. Conveniently located in downtown Orlando’s City District, it is a must-visit for history buffs.

Discover: Orlando History

Art lovers will find comfort at The Charles Hosmer Morse Museum of American Art in Winter Park, showcasing a treasure trove of Tiffany masterpieces. Explore the stunning collection of stained glass, lamps and decorative objects in a serene environment. The museum’s peaceful ambience provides the perfect escape from the hustle and bustle of everyday life.

Or, unleash your inner artist at All Fired Up, a pottery studio in Winter Park where you can create your own masterpiece in a relaxed and creative environment. Choose from a variety of pottery pieces to paint and personalize. It’s an ideal activity to unwind and express your creativity.

Your Orlando Oasis: Choosing the Perfect Accommodation

Orlando prides itself on its wide range of accommodations that suit every solo traveler’s needs. Whether you crave a vibrant social scene or prefer peaceful solitude, there’s a perfect place to call home during your stay.

Discover: Places to Stay

Social monarchs will thrive in hotels or resorts with lively atmospheres, offering multiple dining options and organized activities, from poolside parties to live entertainment. Independent explorers will appreciate staying in pedestrian-friendly neighborhoods with easy access to public transportation, allowing them to immerse themselves in the local culture and explore the city with ease.

Discover: Over-the-Top Resorts

For nature lovers, accommodations near parks or natural areas provide the perfect escape, offering serene surroundings and convenient access to outdoor activities like hiking, biking and wildlife watching.

Discover: Sustainable Hotels & Resorts

Embrace the Solo Adventure

Orlando welcomes you with open arms to embark on a personalized journey of self-discovery. The beauty of solo travel lies in the freedom to curate your own itinerary. Whether you want adrenaline-pumping adventures, tranquil moments of relaxation, or meaningful connections, Orlando offers a diverse range of experiences that will have you falling in love with yourself.

Discover: Things to Do

From exploring the iconic neighborhoods, to diving into thrilling attractions, or even finding peace in nature’s serene corners, your Orlando adventure is yours to craft. Embrace the chance to uncover hidden gems, savor delightful surprises and create memories that will linger long after your journey ends.

Let Orlando inspire your solo adventure and empower you to discover the iconic traveler within.


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