Discovering Newport, Rhode Island: A 2-Day Itinerary

Hey there, fellow explorers! (And if you’re new here, welcome aboard!) As many of you know, this year I’m swapping my international adventures for an epic road trip across the U.S. Over on 50 at 60, I’ve been sharing my journey to visit all 50 states during my 60th year—it’s been quite the ride so far, with no shortage of amazing moments, and plenty more to come.

At the moment, I’m getting ready to film clips for season #5, and I’m excited to add a new layer to my travels. I’m hoping to meet with creatives and entrepreneurs along the way, diving into their stories and sharing their perspectives. It’s been an incredible learning experience, and honestly, I’m having the time of my life discovering what makes these places so unique.

This series of posts is part of my pre-planning for the next chapter. With some help from AI, I’m laying out ideas, brainstorming interview questions, and mapping out future routes to keep things fresh and exciting. The goal? To mix careful preparation with the thrill of unexpected adventures—because the best trips always strike that balance. The future of travel is looking bright, and I’m eager to take you along for the ride!

So, stay tuned—there’s plenty more to come as I gear up for this next adventure!


Newport, RI

Nestled along the stunning coastline of Rhode Island, Newport is a historic seaside city known for its opulent mansions, charming harbor, and vibrant cultural scene. Famous for its Gilded Age mansions, scenic coastal walks, and rich maritime heritage, Newport offers a unique blend of history and natural beauty. This two-day itinerary will guide you through the best of Newport, from exploring its grand estates and picturesque waterfront to enjoying local cuisine and discovering artistic treasures. Get ready to experience the elegance and charm of this iconic coastal city.

Day 1: Arrival and Evening Exploration

  • Arrival and Check-In: Arrive in Newport by late afternoon and check into a historic accommodation like The Chanler at Cliff Walk, offering luxurious rooms with breathtaking ocean views, or Hotel Viking, known for its elegant rooms and central location.
  • Evening Stroll: After checking in, take a leisurely walk along the Cliff Walk, a scenic 3.5-mile path offering stunning views of the Atlantic Ocean and Newport’s historic mansions. Enjoy the sunset and the fresh sea breeze.
  • Dinner: Dine at The Mooring Seafood Kitchen & Bar, which offers fresh seafood and waterfront views in a relaxed, upscale setting. Their menu features local catch and seasonal ingredients.

Day 2: Exploring Newport

  • Breakfast: Start your day with breakfast at Bellevue Café, known for its classic breakfast fare and cozy atmosphere.
  • Morning Exploration: Visit The Breakers, the most famous of Newport’s Gilded Age mansions. Explore its opulent interiors, expansive grounds, and stunning ocean views. This mansion offers a fascinating glimpse into the grandeur of the era.
  • Lunch: Enjoy a casual lunch at Stoneacre Brasserie, offering a menu of delicious American fare with a focus on fresh, local ingredients.
  • Scenic Drive: Take a scenic drive along Ocean Drive, a picturesque route that offers stunning views of the coastline, historic homes, and the Atlantic Ocean. This drive provides excellent photo opportunities and a relaxing way to enjoy Newport’s natural beauty.
  • Afternoon Activity: Explore the Newport Art Museum, which features a diverse collection of American art and hosts rotating exhibitions. The museum’s historic building and beautiful garden are also worth a visit.
  • Dinner: For dinner, try The White Horse Tavern, one of America’s oldest taverns, offering classic New England fare and a cozy, historic ambiance.

Day 3: Morning Farewell

  • Breakfast: If time permits, enjoy a final breakfast at Gary’s Handy Lunch, known for its hearty breakfast options and friendly service.
  • Morning Stroll: Take one last stroll through Trinity Church, a historic and beautifully preserved church that offers a peaceful setting and a glimpse into Newport’s history.

As you wrap up your visit to Newport, consider taking a short drive to explore the nearby Jamestown. This charming island town offers additional scenic beauty, historic sites, and a peaceful atmosphere. It’s the perfect way to extend your exploration and enjoy more of Rhode Island’s coastal charm before heading home.

“This post, it’s itineraries, and the accompanying artistic images were crafted with the assistance of AI technology, blending human creativity with artificial intelligence to explore new possibilities in travel and visual storytelling. While these images evoke the essence of their real-world counterparts, they are the result of artistic imagination, designed to transport you to places both familiar and fantastical. For a deeper understanding of our use of AI in creating these elements and its implications, please refer to our comprehensive AI statement linked here.”