Off the Beaten Path Key West

Explore the Hidden Gems of Key West and the Florida Keys

A little bit of a random assortment, but unique and non touristy things to do in Key West can be found below. These are all things that I do or have done with my family while living in Key West and it is specific to harder to find ideas!

Key West is known for its vibrant nightlife, stunning beaches, and iconic landmarks, but there’s a whole other side to this island paradise waiting to be discovered. Beyond Key West boat tours and the typical tourist hotspots lies a world of unique experiences that capture the heart and soul of the Florida Keys. These off-the-beaten-path activities offer a glimpse into the authentic charm of Key West that only locals truly know.

This guide is more than just a list; it’s a curated collection of my personal favorites—things I’ve explored with my family and friends over the years. So, dive in and get ready to uncover the hidden gems that make this island so special!

Unique Activities to Try in Key West

Blake Olsen E-Foiling or Kiteboarding sessions

Pro Water Sports Coach and overall great guy – Key West, FL

Many of us would say Blake is living the dream and If you’re looking to level up your (real) water sports fun, connecting with Blake Olsen in Key West is a must. A world-traveling pro, Blake specializes in eFoiling and kiteboarding (along with surfing and traveling) sharing his passion and expertise with clients across the globe, often from the decks of yachts. We’re lucky that he calls Key West home, and if your timing lines up, you could have the chance to learn from a true master of the craft.

Even if you don’t book a session, check out his Instagram for absolutely ridiculous photography and videography—it’s an inspiring glimpse into his adventures and what alternative life paths might look like. For availability and more details, visit olsenadventures.com. Whether you’re a beginner or looking to refine your skills, Blake’s sessions are a once-in-a-lifetime experience.

*While Blake takes everything to the maximum level, these activities can be totally appropriate for beginners too. That’s what he does for a living, so don’t be intimidated to give him a shout if you think it looks like an amazing time.

Evolve Key West

Dance, Sweat, and Shine – 508 Southard St, Suite 107, Key West, FL 33040

If you’re looking for something fun, energizing, and just a little bit different while you’re in Key West, don’t miss Candice’s Dance Fitness class at Evolve Key West. It’s like a party disguised as a workout—high-energy moves set to great music, all in a welcoming space that’s perfect for beginners and experienced dancers alike.

Candice has a way of making everyone feel like they belong, whether you’re shaking off stress or just trying to keep up with your vacation’s key lime pie habit (no judgment here). The class is offered a few times a week, and visitors are always welcome to drop in—no commitment required, just bring your sneakers and a smile.

We love how Evolve Key West fosters community while keeping things light and fun, and this class is a perfect way to stay active and tap into the local vibe. It’s an off-the-beaten-path gem that’s as good for your heart as it is for your mood. Check out Evolve Key West for the current schedule!

Yoga on the Beach at Fort Zachary Taylor State Park

Sunrise Serenity by the Sea – 601 Howard England Way, Key West, FL 33040

Start your day with a rejuvenating yoga session on the tranquil shores of Fort Zachary Taylor State Park, where the Atlantic Ocean meets the Gulf of Mexico. Offered daily from 8:15 to 9:45 a.m., these mixed-level Hatha yoga classes are designed to accommodate practitioners of all abilities, emphasizing mindful practice attuned to individual needs. The natural beauty of the beach setting enhances the experience, with the gentle sound of waves and the warmth of the morning sun creating a serene backdrop. Mats and props are provided, though participants are welcome to bring their own. Each session is $20, with class cards available for multiple sessions. No reservations are required; simply arrive ready to embrace the peaceful ambiance. For more information and a full class schedule, visit Yoga on the Beach.

Unique Things to Do in Key West

Bug Ceramics Pottery Studio & Gallery

Hands-On Artistry in the Heart of Mallory Square – 291 Front St, Suite 216, Key West, FL 33040

Nestled within the vibrant Shops at Mallory Square, Bug Ceramics Pottery Studio & Gallery offers visitors a unique opportunity to engage with the local art scene. Founded by artist Gayle Antonides, this community-focused studio provides a welcoming space for both novices and experienced artists to explore the craft of pottery. Visitors can participate in hand-building and wheel-throwing classes, with options for private sessions tailored to individual interests. For a more spontaneous experience, the studio’s pottery painting bar allows guests to select and paint pre-made bisqueware, which is then glazed and fired on-site. The gallery showcases a diverse array of handcrafted ceramics and artworks from local and international artists, making it an ideal spot to find one-of-a-kind souvenirs. Whether you’re looking to create your own piece of art or appreciate the creations of others, Bug Ceramics provides a hands-on, enriching experience in the heart of Key West’s historic district.

Bug Ceramics Key West

Pera Company

Authentic Turkish Textiles and Handcrafted Goods – 291 Front St, Suite 110, Key West, FL 33040

Tucked away in the Shops at Mallory Square, Pera Company brings the rich traditions of Turkish craftsmanship to the heart of Key West. This family-owned boutique offers a curated selection of ethically made, sustainable textiles, including handwoven towels, gauze and linen clothing, and unique handmade accessories. Each item is sourced directly from artisans in Turkey, reflecting the deep connections and friendships nurtured by founder Canan Dilek. Visitors can expect a warm, personalized shopping experience, with pieces that add a touch of down-to-earth elegance to both home and wardrobe. Whether you’re seeking a meaningful souvenir or a distinctive gift, Pera Company provides a genuine link to Turkish heritage amidst the vibrant atmosphere of Key West. If you get lucky

Peracompany

Key West Farmers Market

A Weekly Celebration of Local Produce and Crafts – Truman Waterfront Park, 21 E Quay Rd, Key West, FL 33040

Every Thursday from 2:00 p.m. to 7:00 p.m., the Key West Farmers Market transforms Truman Waterfront Park into a vibrant hub of fresh produce, artisan goods, and community spirit. Visitors can browse stalls brimming with locally grown fruits and vegetables, handcrafted cheeses, orchids, native plants, and a variety of artisanal products. The market also features ready-to-eat foods, making it an ideal spot for a leisurely afternoon snack or early dinner. With ample parking and proximity to the free Duval Loop bus, it’s easily accessible for both locals and tourists seeking an authentic Key West experience.

Keys Artisan Market

Key West Artisan Market

Showcasing Local Artistry and Culinary Delights – Clarence H. Higgs Memorial Beach, 1000 Atlantic Blvd, Key West, FL 33040

Held select Sundays from November through April, typically from 10:00 a.m. to 2:00 p.m., the Key West Artisan Market is a curated open-air bazaar that highlights the creativity and talent of Florida Keys artisans. Located at Clarence H. Higgs Memorial Beach, the market features artists, authors, chefs, and craftspeople offering unique items such as handcrafted jewelry, textiles, woodcrafts, and fresh produce. Each edition often carries a unique theme and supports local charities, providing a rich cultural experience for visitors. The scenic beachside location adds to the charm, making it a delightful destination for those looking to immerse themselves in the local arts scene.

Keys Artisan Market

Both markets offer a unique glimpse into the local culture and are must-visit destinations for those seeking to experience the authentic flavors and crafts of Key West.

Key West Garden Club at West Martello

A Lush Oasis in a Historic Fort – 1100 Atlantic Blvd, Key West, FL 33040

The Key West Garden Club is a hidden gem located within the historic West Martello Tower, a Civil War-era fort turned botanical haven. This peaceful retreat is managed by volunteers who have transformed the ruins into a lush garden filled with native and exotic plants, meandering brick pathways, and charming archways. Visitors can explore tranquil spaces framed by colorful orchids, towering palms, and ocean breezes, all while taking in panoramic views of Higgs Beach. The Garden Club also hosts educational programs and events, making it a perfect stop for history buffs, plant enthusiasts, or anyone seeking a serene escape from the bustling streets of Key West. Admission is free, though donations are welcomed to support this unique and historic landmark.

Key West Nature Preserve (Glass Beach)

A Tranquil Slice of Nature in the Heart of the City – 1801 Atlantic Blvd, Key West, FL 33040

The Key West Nature Preserve, often referred to as Glass Beach, offers a serene escape from the island’s busier attractions. Tucked away along the Atlantic coast, this small but enchanting preserve features a boardwalk that winds through a thriving mangrove ecosystem. It’s a haven for native birds, lizards, and crabs, making it a must-visit for wildlife enthusiasts and photographers. Glass Beach, a hidden shoreline at the preserve’s edge, is a quiet spot where colorful fragments of sea glass occasionally wash ashore. Whether you’re looking for a peaceful place to connect with nature or an off-the-beaten-path adventure, the Key West Nature Preserve offers a tranquil retreat in the heart of the island.

Key West Community Sailing Center

Sail the Beautiful Waters of Key West – 705 Palm Ave, Key West, FL 33040

If you’re visiting Key West and love the idea of exploring the island by sailboat, the Key West Community Sailing Center (KWCSC) is an amazing hidden gem. This nonprofit sailing center makes the water accessible to everyone, whether you’re a seasoned sailor or a first-timer. What’s especially cool? Even if you’re here for just a few days, their affordable short-term memberships give you access to their fleet of small sailboats, like Sunfish and Lasers, along with opportunities to take lessons or join group sails.

They offer weekend classes—free Women’s Sailing Classes on Saturdays and Open Sailing Classes on Sundays—making it a fun and low-pressure way to learn or sharpen your skills. For visitors looking for more one-on-one time, private lessons can be scheduled. It’s the perfect way to get out on the water and experience Key West like a local while supporting a great community-focused organization.

We love how KWCSC encourages everyone to enjoy the beauty of the ocean—no big yachts or luxury charters needed. It’s just you, the wind, and Key West’s sparkling waters. Check them out at Key West Community Sailing Center and make your visit even more memorable!

Unique Places to Stay

Mellow Ventures’ Outpost

A Floating Retreat in the Heart of Key West – 711 Eisenhower Dr, Key West, FL 33040

There are lots of good options for overnighting in Key West, but not many are special. For a truly unique Key West experience, consider staying aboard Mellow Ventures’ Outpost—a repurposed old Florida cottage anchored on the water. My friend Rob rebuilt this floating retreat to accommodate up to four guests, offering a serene escape with panoramic views of the surrounding seascape. Guests are transported to the houseboat at the beginning of their stay and returned to shore upon departure.

Mellow Ventures Key West

During your stay, you can launch kayaks and paddleboards directly from your private deck, exploring the calm waters and nearby mangroves at your leisure. This off-the-beaten-path accommodation provides an intimate connection with Key West’s marine environment, making it an ideal choice for visitors looking to immerse themselves in the island’s natural splendor. 

While the outpost looks like a cottage, it’s also a legit boat, and you can charter it to take you into the backcountry for overnight stays, which just happens to be one of my favorite spots to spend the night. Absolutely incredible experience and hard to find. Soon there will be two outposts, but no matter what, jump on it and book it before someone else does. 

Hidden Gems of Key West: Evening Entertainment

The Gardens Hotel Jazz Night

Live Jazz Under the Stars – 526 Angela St, Key West, FL 33040

If you’re looking for a touch of elegance and soul in Key West, the Gardens Hotel Jazz Night is an experience worth savoring. Held every Sunday evening from 5:00 p.m. to 7:30 p.m. (seasonal, typically from October to May), this event brings together talented local and visiting musicians in a lush garden setting. The historic hotel’s outdoor patio becomes a cozy venue where jazz fills the air, complemented by flickering lanterns and the hum of conversation.

I don’t make it every week, but when I do, it always feels like a special treat—perfect for winding down the weekend with a drink from the bar and soaking in the ambiance. It’s low-key, friendly, and quintessentially Key West. If you’re in town, don’t miss this chance to experience live music in one of the island’s most beautiful settings. Check the Gardens Hotel website or call ahead to confirm the schedule, especially if you’re visiting during the off-season.

Hugh’s Views

Panoramic Key West from Above – 533 Eaton St, Key West, FL 33040

Hugh’s Views, perched atop The Studios of Key West, offers one of the best spots to take in the beauty of the island. This rooftop gem isn’t your typical tourist attraction—it’s a laid-back space with seating, open air, and unbeatable views of the island’s historic charm and turquoise waters.

I’ve always appreciated its vibe—it feels like a secret you stumbled upon. Whether you’re there for a special event, a sunset drink during one of their hosted evenings, or just to take a quiet moment to soak it all in, Hugh’s Views is a spot that showcases Key West’s understated magic. Check The Studios of Key West’s calendar for open rooftop nights or other happenings to make the most of your visit.

Hidden Gem Restaurants in Key West

Fantastic Food with authentic flavors, nothing corporate or polished with these harder to find spots, and the food is delicious made by the owners themselves. 

Mo’s Restaurant

Caribbean (Haitian) Restaurant at 1116 White Street, Key West

Do not miss Mo’s!

Having first arrived in Key West in 2005, one of the few things that has not changed is Mo’s Restaurant. A common theme for me is enjoying authenticity and that is what you come to this restaurant for. The service is friendly, but at their pace, as they make you some of the most delicious flavors that you can’t find elsewhere. 

To start don’t miss the french onion soup which is ridiculously good, and the baked cheddar is jammed with flavor. A simple spinach salad with Mo’s mix dressing gets you ready for the main dish of goat (I ask him to make mine spicy) or go for the snapper or grouper dish. 

If you enjoy some spice, then you absolutely have to ask for Pickliz, it is a spicy cabbage and scotch bonnet slaw that is my favorite condiment ever. I buy it by the mason jar, it’s $15 but it’s money well spent, and if you are in town for a while, then you might want to do the same. It makes every dish special. 

Mo and his family work the location six days a week and they are closed on Sunday. There is local and caribbean art for sale on the wall, and the TV could have soccer, or maybe even WWE on. Sometimes Mo will even pick up his guitar and play a little, but mostly it is there for him during the down times. I’m telling you, this place is the real deal!

This restaurant is at the top of “old town” so there is street parking to be found fairly easily. You may have to walk a half block or so, you may even see our Bahama blue Honest Eco car because we live nearby!

Mam’s Best Food

A Kosher restaurant at 405 Petronia (in between Duval and Whitehead)

I love this lady. I feel like I’m at her house when I go there. The food is great and I would say the menu is typical of a small jewish restaurant, which may not be unique to Key West, but “Mam” and the location are! The falafel is great, the hummus is great and the location is great. Tucked away between two busy locations, Mam’s is a reprieve from the buzz of Duval and Whitehead streets. Definitely plan to walk or bike here because parking is virtually nonexistent in this area. 

Olives Mediterranean

730 Emma Street

This spot is brand new at the end of 2024, but the two times I’ve been here I’ve been really impressed and happy I stopped by. It’s tiny with only two or three tables inside, but that is part of the charm. 

I am a huge fan of good baba ganoush and this spot has it. The hummus and grape leaves were also delicious. My son and I split a combo platter and it was the right move for us to get to try lots of things. I also had a turkish coffee which is a fun change from my normal french presses and espressos. 

My views on the quality of this restaurant are backed up by friend’s who have gone too. 

Yahman’s Jamaican 

Jamaican Jerk shack at 2510 N Roosevelt Blvd

The best Jerk anything I’ve ever had. You can eat in or carry out, but I highly recommend stopping here at least once while you are in town. The last time I went I got one dish for now and one to go for later. I was first introduced to Mark (the owner and chef) and his cooking 10 years ago when he would grill jerk chicken for some local event we would have out on Stock Island, the next island up from Key West. Back then everything was underground and you would get a plate of food and give a donation kind of deal. It was insane how good it was and even though I have spent some time in Jamaica I never had food like that when I was there. Mark got such great feedback that he pretty much was forced by the community into starting a food truck, and now he has moved into a small space in the middle of Key West. I’m telling you we are lucky to have him cooking for us and I hope he keeps growing and gets another spot even closer to me. 

Can’t go wrong on what you order, the portions are big but I’d say order a couple things so that you can try it all. Obviously the Jerk Chicken is safe start and must try. 

Key West’s Best Kept Secrets

Key West is full of surprises if you know where to look. Beyond the usual tourist trails, there’s a world of unforgettable experiences waiting to be explored—activities and places that have captured my heart over the years. From thrilling adventures on the water to tucked-away restaurants and serene natural escapes, these hidden gems offer a glimpse into the authentic soul of the island. Whether you’re here for a weekend or a season, take the time to wander a little further, try something different, and create memories that truly reflect the unique magic of Key West.

For an unforgettable adventure that truly embodies the spirit of Key West, join us at Honest Eco for Key West kayak tours, dolphin watching tours, or reef snorkeling tours. If you prefer a more personalized and custom experience, check out our sandbar charter for a unique way to explore the crystal-clear waters. Our tours provide an authentic way to experience the island’s wildlife in small groups, guided by our friendly and knowledgeable crew. With a mission rooted in wildlife conservation, we create immersive experiences that connect you to the natural beauty of the Florida Keys. Thoughtfully designed and eco-friendly, our tours leave you with lasting memories and a deeper appreciation for the environment.