New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Epic 21-Day Cross-Country Road Trip from Portland to Savannah Itinerary

Last updated: 2024 Jun 14

Portland's Culinary Delights and City Sights

Morning

Start your epic road trip with a delightful breakfast at the famous Tasty n Alder, known for its innovative dishes. Afterward, take a leisurely walk in the Pearl District, exploring its art galleries and boutiques.

Afternoon

For lunch, savor the unique flavors of the Pacific Northwest at Pok Pok. Post lunch, visit the iconic Powell’s City of Books, a paradise for book lovers.

Evening

Conclude your day with a dinner at the renowned Le Pigeon, a must-visit for food enthusiasts. Afterward, take a relaxing stroll in the vibrant Pioneer Square.

Bedtime

Find amazing hotels in Portland, Oregon.

4.72
Pearl District
Book Now

4.60
Powell’s City of Books
Book Now

Waterfalls and Wine in the Columbia River Gorge

Morning

Enjoy a scenic drive along the historic Columbia River Highway to the majestic Multnomah Falls. Have a picnic brunch amidst the natural beauty.

Afternoon

Visit the picturesque Latourell Falls and then head to the award-winning wineries in the Willamette Valley for a wine tasting experience.

Evening

Return to Portland and dine at the elegant Andina Restaurant, known for its Peruvian cuisine. After dinner, take a leisurely walk in the enchanting Lan Su Chinese Garden.

Bedtime

Find amazing hotels in Portland, Oregon.

4.90
Columbia River Highway
Book Now

4.83
Multnomah Falls
Book Now

City Biking and Haunted History

Morning

Start your day with a guided bike tour of the city, exploring its bridges, neighborhoods, and iconic landmarks.

Afternoon

For lunch, enjoy the vibrant atmosphere and delicious food at Lardo. In the afternoon, delve into the city's eerie past with the Portland Underground Shanghai Tunnel Tour with Beer Tasting.

Evening

Experience the thrill of the Portland Ghosts Boos and Booze Haunted Pub Crawl in the evening, followed by a late-night snack at Voodoo Doughnut.

Bedtime

Find amazing hotels in Portland, Oregon.

4.41
Portland Underground Shanghai Tunnel Tour with Beer Tasting
Book Now

4.13
Portland Ghosts Boos and Booze Haunted Pub Crawl
Book Now

Art, Science, and Ice Cream

Morning

Explore the diverse exhibits at the Portland Art Museum and then take a peaceful walk in the South Park Blocks.

Afternoon

Enjoy a light lunch at Blue Star Donuts and then visit the interactive Oregon Museum of Science and Industry (OMSI).

Evening

Indulge in a guided ice cream tasting tour with Portland Guided Ice Cream Walking Tour with Tastings for a sweet end to the day.

Bedtime

Find amazing hotels in Portland, Oregon.

4.82
Portland Art Museum
Book Now

4.79
South Park Blocks
Book Now

Farewell to Portland and Mt. Hood

Morning

Before leaving Portland, have a hearty breakfast at Pine State Biscuits. Then, embark on a full-day Portland Mount Hood Wine and Waterfalls Full-Day Tour to bid adieu to the city and explore the natural wonders of Mt. Hood.

Afternoon

Enjoy a picnic lunch amidst the stunning landscapes and savor the local wines. Take in the last views of the majestic mountain before heading towards your next destination.

Evening

For your final evening in Portland, have a memorable dinner at Le Pigeon or Andina Restaurant, celebrating the beginning of your epic road trip.

Bedtime

Find amazing hotels in Portland, Oregon.