Room Cougar

Your AI trip plan for a friends 5 day trip to Miami, FL for ages 36-50 with a medium budget - Activities, Attractions, Cost Saving Tips, Hidden Gems, Hotels, Restaurants

Day 1: Arrival and Exploring South Beach

  • Morning:

    • Breakfast at The Front Porch Cafe (Enjoy a hearty American breakfast with ocean views.)
  • Afternoon:

    • South Beach (Relax on the iconic South Beach, swim, and people-watch.)
    • Art Deco Historic District (Stroll through the colorful Art Deco buildings and learn about their history.)
  • Evening:

    • Dinner at Joe’s Stone Crab (Savor fresh seafood at this Miami staple.)
    • Lincoln Road Mall (Explore shops and enjoy a leisurely evening walk.)

Day 2: Exploring Downtown Miami and Wynwood

  • Morning:

    • Breakfast at Big Pink (Start your day with delicious breakfast classics in a lively setting.)
  • Afternoon:

    • Perez Art Museum Miami (PAMM) (Discover contemporary art exhibits with stunning Biscayne Bay views.)
    • Wynwood Walls (Admire colorful street art and murals in the heart of the Wynwood Arts District.)
  • Evening:

    • Dinner at Coyo Taco (Enjoy authentic Mexican tacos and vibrant atmosphere.)
    • Rooftop Bar at Sugar (Relax with cocktails and panoramic city views.)

Day 3: Little Havana and Coconut Grove

  • Morning:

    • Breakfast at Versailles Restaurant (Experience a classic Cuban breakfast in Little Havana.)
  • Afternoon:

    • Cubaocho Museum & Performing Arts Center (Explore art galleries and enjoy live Latin music performances.)
    • Coconut Grove (Wander through this lush, historic neighborhood with boutique shops and cafes.)
  • Evening:

    • Dinner at Glass & Vine (Dine in a beautiful garden setting with a diverse menu.)
    • Biltmore Hotel’s Pool Area (Enjoy a relaxing evening by the pool or attend a live event.)

Day 4: Day Trip to Key Biscayne

  • Morning:

    • Breakfast at La Sandwicherie (Grab a fresh and delicious breakfast sandwich before heading out.)
  • Afternoon:

    • Bill Baggs Cape Florida State Park (Visit the historic lighthouse, enjoy beaches, and go biking or kayaking.)
    • Crandon Park (Explore nature trails, picnic areas, and beautiful coastal views.)
  • Evening:

    • Dinner at Rusty Pelican (Enjoy upscale seafood and stunning views of the Miami skyline.)
    • Sunset at Oleta River State Park (Catch a beautiful sunset and relax in the natural surroundings.)

Day 5: Shopping and Departure

  • Morning:

    • Breakfast at Zak the Baker (Delight in artisanal pastries and fresh coffee in Wynwood.)
  • Afternoon:

    • Brickell City Centre (Shop at upscale boutiques and enjoy modern architecture.)
    • Vizcaya Museum and Gardens (Tour the historic estate with beautiful gardens and art collections.)
  • Evening:

    • Dinner at La Mar by Gastón Acurio (Indulge in Peruvian cuisine with waterfront views.)
    • Farewell Drinks at The Broken Shaker (Enjoy creative cocktails in a trendy, laid-back setting.)
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