The Itinerary: A Miami Jaunt

It’s time for some sun. Here’s our itinerary for a weekend trip to Miami.

Thursday: Check In

3 PM: Check into Gale South Beach. We love this historic, boutique hotel — a creation of architect L. Murry Dixon during the Tropical Art Deco movement — originally built in 1941. Today, it offers the perfect home base for a trip to Miami, in the heart of it all. 

8 PM: Dinner at The Bazaar by José Andrés for an extraordinary culinary experience by the Michelin-starred chef. Andrés is also the founder of World Central Kitchen, which provides meals in response to humanitarian, climate, and community crises.

Friday: Brickell, Downtown & Little Havana

10 AM: We’re off to enjoy a visit to Vizcaya Museum and Gardens. The 1916 waterfront estate home is a National Historic Landmark which offers 32 decorated rooms and 10 acres of gardens.

12 PM: We’re going to the heart of Miami’s Cuban Community to visit “La Ventanita” @ Versailles. The Cuban bakery has a to-go window that serves coffee and pastries.

2 PM: Explore The Underline, one of Miami’s new urban development projects, inspired by New York City’s The High Line. The Underline is transforming the land beneath Miami’s Metrorail into a 10-mile park as an urban trail and public art space.

5 PM: Drinks at SAAM at SLS Brickell, an intimate vintage cocktail lounge that offers a mix of specially-concocted libations, Italian bites, and a DJ in its indoor/outdoor space. 

7 PM: Dinner at CVI.CHI 105 Downtown. The Peruvian restaurant is known for creative fresh ceviches as well as other traditional dishes by chef and owner Juan Chipoco.

10 PM: Continue the party at Mama Tried, a chill cocktail joint that turns up late into the night. The lounge is owned by a group of “bartenders, librarians, construction workers, filmmakers, DJs, teachers, bowling enthusiasts, snowcone peddlers, and water polo coaches” to create this neighborhood bar with fantastic cocktails. 

Saturday: South Beach & Miami Beach

10 AM: Start with coffee and a bite at Bebito’s, a neighborhood staple. Think bistro classics and divine pastries.

11 AM: Head to Faena Bazaar, a shopping center with the concept that “discovery is around every corner.” It’s a treasure trove of emerging designers. Then stop for lunch at Los Fuegos by Francis Mallmann.

5 PM: A cocktail at Matador Bar at Miami Beach EDITION. At Matador Bar, sit surrounded by photographs from French photographer Lucien Clergue’s Matador series. The bar pays tribute to the classic cocktail experience. 

7 PM: Dinner at Dolce Italian, located at Gale South Beach, it’s been a favorite for years. The locale captures the spirit of Fellini’s 1960s Rome, bringing “la dolce vita” to life. Enjoy freshly made pastas, meatballs over creamy polenta, and specialty Neapolitan pizzas, handcrafted by Executive Chef Paolo Dorigato.

Sunday: Wynwood and Miami Design District

12 PM: Brunch at Little Hen, an English-inspired breakfast and brunch boutique. Enjoy the space filled with soft pastels while enjoying the cuisine that includes classics like eggs Benedict or buttermilk pancakes.

2 PM: Shopping in Wynwood. Nomad Tribe Shop supports sustainable brands — it’s committed to conscious clothing for a more sustainable future. Frangipani is one of the original tenants in the neighborhood. The independently owned boutique and concept store offers unique products sourced from across the globe. Find handmade, sustainable, and artistic items.

4 PM: After shopping, treat yourself to an ice cream from Dasher & Crank, a craft ice cream shop is in the heart of Wynwood. It’s all artisan flavors and made from scratch using premium ingredients sourced locally. 

7 PM: A drink at Dante’s HiFi. It’s Miami’s first vinyl listening bar, dedicated to analog audiophile music culture.

9 PM: Dinner at Swan. In Miami’s Design District, Swan offers an indoor/outdoor dining spot, created by David Grutman and Pharrell Williams. The menu focuses on seasonal and market-driven ingredients.

Charity Spotlight 

Miami Rescue Mission: “Helping men, women, and children with meals, safe shelter, life-changing residential programs, employment, and housing resulting in transformed lives.” Visit miamirescuemission.com.

Jessica Mackin-Cipro

Co-Publisher/Editor

Jessica Mackin-Cipro is an editor and lifestyle writer from the East End of Long Island. She was previously the Executive Editor of The Independent Newspaper and co-founded James Lane Post in 2020. She has won multiple NYPA and PCLI awards for journalism, design, and social media, including the Stuart C. Dorman Award for Editorial Excellence. In 2023, she was a recipient of the President's Volunteer Service Award at the United Nations 67th Annual Commission on the Status of Women. She aims to share the stories of inspirational people and places on the East End and beyond.

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