Anna Maria Island is the epitome of laid-back luxury, where tranquil beaches meet charming island vibes. While the island is renowned for its pristine shoreline and relaxed atmosphere, it’s also home to a thriving local cocktail scene. Whether you’re winding down after a day in the sun or celebrating a special occasion, there’s no better way to indulge than by sipping a finely crafted cocktail made with fresh ingredients, bold flavors, and local flair.
At Once Upon A Beach, we believe that a great vacation isn’t complete without a little bit of indulgence, and Anna Maria Island is filled with delightful spots to enjoy a handcrafted cocktail. Here’s our guide to the best places on the island to find a craft cocktail—whether you’re looking for tropical flavors, a classic twist, or something totally unique.
1. The Doctor’s Office
- Location: 5312 Holmes Blvd, Holmes Beach
Topping the list is The Doctor’s Office, arguably the most well-known spot for craft cocktails on Anna Maria Island. Once an old doctor’s office (hence the name), this intimate cocktail bar has transformed into a stylish, upscale watering hole where both locals and visitors gather to enjoy meticulously crafted drinks in a cozy atmosphere.
The cocktail menu at The Doctor’s Office is as creative as it is delicious. Each drink is made with precision and care, blending classic cocktail techniques with inventive ingredients. Expect fresh-squeezed juices, house-made syrups, and top-shelf spirits, all served in an ambiance that feels more like a hidden speakeasy than a typical beach bar. Try one of their signature cocktails like the “Penicillin” or a refreshing twist on the old-fashioned.
What to Try:
- The Oath: A jasmine-infused vodka drink with lime, lavender honey, and soda water.
The Painkiller: The name says it all, channel the island and kill away all your blues.
The Espresso Martini: Not on the menu, but served correctly with tequila and arguably the best on the island.
Why We Love It: The Doctor’s Office is the perfect blend of sophistication and relaxation, offering an intimate setting where every cocktail is an experience in itself. It’s ideal for a romantic night out or a laid-back evening with friends.
2. The Waterfront Restaurant
- Location: 111 S Bay Blvd, Anna Maria
If you’re looking for craft cocktails paired with stunning views of the water, The Waterfront Restaurant is a must-visit. Located in the City of Anna Maria, this upscale yet relaxed restaurant serves up some of the finest cocktails on the island, with an emphasis on fresh, local ingredients and flavors that complement the coastal surroundings.
The Waterfront is also an award-winning restaurant, recognized for its excellence in both food and service. It has garnered accolades, including top mentions in TripAdvisor’s Traveler’s Choice Awards and other local distinctions for its commitment to quality and its idyllic dining atmosphere. The bar menu at The Waterfront reflects the same attention to detail, offering creative cocktails that pair perfectly with the stunning views of Tampa Bay.
Whether you’re in the mood for a classic martini or something more adventurous like a smoked bourbon cocktail, the talented bartenders here will ensure your drink is as flavorful as it is beautifully presented.
What to Try:
Waterfront G&T: A Refreshing mix of gin, rosemary, juniper berries, seasonal fruit, and tonic
Bay Cooler: The best summer cocktail with vodka, freshly sliced cucumber, mint, splash of sours and club soda served on the rocks.
- Smoked Bourbon Old Fashioned: A classic with a twist, featuring bourbon that’s lightly smoked for a rich, complex flavor.
Why We Love It: The Waterfront offers the perfect combination of expertly crafted cocktails and unbeatable views of Tampa Bay. Enjoy your drink on their outdoor patio as you watch the sunset and experience the best of Anna Maria Island. The restaurant’s award-winning reputation speaks to its excellence in both food and drink.
3. The Sandbar Restaurant
- Location: 100 Spring Ave, Anna Maria
No trip to Anna Maria Island is complete without a visit to the iconic Sandbar Restaurant. While the Sandbar is famous for its beachfront dining and stunning sunset views, it also has a fantastic cocktail menu that pairs perfectly with the laid-back island vibe. Sip on a tropical craft cocktail as you dig your toes into the sand and enjoy the fresh sea breeze.
The Sandbar’s drink menu is filled with refreshing options that embody the flavors of the island, from coconut and pineapple to passionfruit and mango. The cocktails here are as vibrant as the setting itself, and whether you’re enjoying a casual beach day or a romantic dinner, they’ll add that extra touch of indulgence to your experience.
What to Try:
- Sandbar Punch: A tropical blend of rum, pineapple, coconut, and orange juice, served in a souvenir glass.
Sunset Margarita: Casamigo's Reposado, agave nectar, lime juice, Grand Marnier float
Endless Summer: Gin, elderflower liqueur, strawberry puree, frozen lemonade
Why We Love It: There’s something magical about sipping a handcrafted cocktail at the Sandbar, where the stunning beach views and vibrant flavors make every drink feel like a mini vacation. It’s the ultimate spot for a laid-back, barefoot cocktail experience.
4. The Chateau Anna Maria
- Location: 5325 Marina Dr, Holmes Beach
For those seeking an upscale cocktail experience, The Chateau Anna Maria delivers sophistication and style in every glass. This elegant French-inspired restaurant, located within the Waterline Marina Resort, offers a refined atmosphere where classic cocktails are elevated with a modern twist.
The cocktail menu at The Chateau Anna Maria focuses on seasonal ingredients and high-quality spirits, with an emphasis on French-inspired flavors. From Champagne cocktails to expertly mixed martinis, every drink here is designed to complement the restaurant’s gourmet cuisine while offering a touch of luxury to your island getaway.
What to Try:
- French 75: A bubbly gin and champagne cocktail with lemon for a bright, refreshing start to any meal.
- Lavender Martini: A floral and aromatic cocktail made with lavender-infused gin and fresh citrus.
- Chateau Manhattan: A sophisticated take on the classic Manhattan, made with top-shelf whiskey and sweet vermouth.
Why We Love It: The Chateau Anna Maria offers a chic, refined setting for enjoying some of the best craft cocktails on the island. It’s the perfect spot for a romantic date night or a celebratory drink in an upscale atmosphere.
5. The Beach Bistro
- Location: 6600 Gulf Dr, Holmes Beach
For those who want to pair a world-class cocktail with a fine dining experience, The Beach Bistro is an absolute must. Known for its award-winning cuisine and intimate beachfront setting, The Beach Bistro also serves some of the island’s most luxurious and finely crafted cocktails.
The bartenders at The Beach Bistro are true artisans, creating drinks that are as visually stunning as they are delicious. Many of the cocktails feature top-shelf spirits, fresh herbs, and house-made infusions, offering a truly elevated cocktail experience. Whether you’re dining indoors or sipping cocktails on the beachfront patio, this is the place to enjoy a truly sophisticated drink while taking in the breathtaking views of the Gulf.
What to Try:
- Blood Orange Negroni: A citrusy twist on the classic Negroni, featuring blood orange liqueur and gin.
- Bistro Margarita: A top-shelf margarita made with fresh lime, Grand Marnier, and premium tequila.
- Rosemary Gin Fizz: A refreshing cocktail with gin, lemon, and a touch of fresh rosemary for a fragrant finish.
Why We Love It: The Beach Bistro’s cocktail menu is the perfect complement to its luxurious atmosphere and fine dining experience. If you’re looking for a truly special night out, this is the place to be.
