Three Cities, Two Coasts: A 10-Day Pittsburgh–Philadelphia–Seattle Itinerary
From the rivers and steel bridges of Pittsburgh to the cobblestones of Philadelphia and the glimmering skyline of Seattle, this 10-day itinerary threads together American innovation, independence, and the outdoors. You’ll trace Frank Lloyd Wright’s genius, stand where the nation began, and ride an elevator into the clouds above Elliott Bay.
Along the way, expect outstanding food: Italian bakeries and market stalls in Pittsburgh’s Strip District, Reading Terminal classics and South Philly icons, and seafood temples and coffee roasters in Seattle. This guide is crafted for curious travelers who love architecture, history, art, and a great meal at day’s end.
Practical notes: Flights are the fastest way between cities; plan morning departures to maximize your time. Book headline restaurants (Zahav, Canlis) weeks in advance and reserve timed-entry attractions when possible. Weather varies—pack a light rain layer year-round for Seattle and shoulder seasons in Pennsylvania.
Pittsburgh
The “City of Bridges” has a storied past—Carnegie steel, Mellon finance, Warhol pop—and a present defined by robotics labs, indie neighborhoods, and epic skyline views from Mt. Washington. Its compact core makes a perfect three-day start.
- Top sights: Point State Park, the Duquesne Incline, Andy Warhol Museum, Phipps Conservatory, Carnegie Museum of Art & Natural History.
- Neighborhoods to explore: Strip District for markets and coffee; Lawrenceville for boutiques, bars, and inventive dining; North Shore for riverfront walks and stadiums.
- What to taste: Primanti Bros. stacked sandwiches; pasta at DiAnoia’s; pierogies; homegrown whiskey from Wigle.
Where to stay (Pittsburgh): Browse homes on VRBO Pittsburgh or compare hotels on Hotels.com Pittsburgh. Excellent picks: Omni William Penn Hotel (grande dame, central), Fairmont Pittsburgh (modern luxury in Market Square), or The Priory Hotel (boutique in Deutschtown).
Getting to Pittsburgh: Fly into PIT via Trip.com Flights or compare on Kiwi.com. Rideshare to Downtown takes ~25–35 minutes.
Day 1: Arrival, Bridges, and Skyline
Afternoon: Land in Pittsburgh and check in. Stretch your legs at Point State Park where the three rivers meet, then stroll to the 19th‑century Market Square. Coffee at Nicholas Coffee & Tea or La Prima Espresso Bar (rich Italian roasts).
Evening: Ride the Duquesne Incline to Mt. Washington for the golden-hour overlook. Dinner at Altius (elegant, seasonal plates with panoramic views) or Gaucho Parrilla Argentina (wood-fired steaks, house chimichurri) back Downtown. Dessert: Millie’s Homemade Ice Cream—go for the Tahitian vanilla bean or salty caramel.
Day 2: Street Markets and City Stories
Morning: Breakfast in the Strip District: Pamelas Diner (famed crepe-style pancakes) or La Gourmandine (buttery kouign-amann). Join the Best of the Burgh Walking Tour of Pittsburgh to cover major landmarks and the city’s rebirth narrative.

Afternoon: Lunch at DiAnoia’s Eatery (handmade pastas; get the pillowy ricotta gnocchi) or Primanti Bros. on Penn Ave. Cross to the North Shore for the Andy Warhol Museum; browse seven floors of pop and portraiture.
Evening: Dive into Pittsburgh’s whiskey heritage on the Wigle Whiskey Rebellion Distillery Tour with tastings and lively history.

Cap the night in Lawrenceville: cocktails at The Fountain Room or a nightcap at Allegheny Wine Mixer.
Day 3: Frank Lloyd Wright in the Laurel Highlands
Morning–Afternoon: Take a day trip to Wright’s masterpiece with the FALLINGWATER - America's UNESCO World Heritage Masterpiece! tour. Expect inspiring design woven into the landscape; plan 5–7 hours door-to-door.

Evening: Back in the city, wander Butler Street in Lawrenceville. Dinner at Morcilla (Spanish tapas—try the morcilla sausage and pintxos) or Pusadee’s Garden (Northern Thai in a lush courtyard). For beer lovers, pop into Strange Roots or Eleventh Hour Brewing.
Philadelphia
Philadelphia is the cradle of American democracy, where cobblestone lanes frame 18th‑century brick and mural-lined streets splash color across rowhouse blocks. It pairs historic sites with a nationally acclaimed dining scene.
- Top sights: Independence Hall, Liberty Bell, Barnes Foundation, Philadelphia Museum of Art and the “Rocky” Steps, Reading Terminal Market, Elfreth’s Alley.
- Neighborhoods: Old City and Society Hill for colonial history; Center City for shopping and museums; South Philly for markets and Italian heritage; Fishtown for music and craft beer.
- Tastes: Roast pork with sharp provolone and broccoli rabe, soft pretzels, tomato pie, Israeli-inspired tasting menus, and boundary-pushing Thai.
Where to stay (Philadelphia): Explore VRBO Philadelphia or Hotels.com Philadelphia. Standouts include The Rittenhouse Hotel (park views, refined), Alexander Inn (friendly, great location), and Homewood Suites by Hilton University City (suite-style convenience).
Getting Pittsburgh → Philadelphia (Day 4 morning): Fly ~1h 15m nonstop; typical fares $60–$150 booked early via Trip.com Flights or Kiwi.com. From PHL to Center City: ~20–30 minutes by rideshare.
Day 4: Reading Terminal Flavors and Rittenhouse Strolls
Morning: Depart Pittsburgh on an early flight.
Afternoon: Check in and head straight to Reading Terminal Market. Taste DiNic’s roast pork with sharp provolone, Miller’s Twist pretzels, and Bassetts Ice Cream (since 1861). Coffee at Old City Coffee’s market stall.
Evening: Sunset walk around Rittenhouse Square. Dinner at Vernick Food & Drink (wood-fire, nuanced flavors) or Parc (bistro classics and prime people-watching). Nightcap at a speakeasy-style bar like Ranstead Room near 20th Street.
Day 5: Birthplace of a Nation
Morning: Join the Philadelphia Old City Historic Walking Tour with 10+ Top Sites to cover Independence Hall exteriors, the Liberty Bell area, Franklin Court, and Elfreth’s Alley with a guide who mixes heart and humor.

Afternoon: Lunch nearby at Campo’s (cheesesteaks and hoagies) or Khyber Pass Pub (Southern comfort, great beer list). Continue up the Benjamin Franklin Parkway to the Barnes Foundation for a jaw-dropping Renoir, Cezanne, and Matisse collection.
Evening: After dark, embrace the city’s spookier side on the Dark Philly Adult Night Tour—a witty, adults-only history of scandals and specters.

Day 6: South Philly Markets and Murals
Morning: Explore South 9th Street on the Inside Philadelphia's Italian Market: Chef-Led Tasting Journey. Expect cheeses, charcuterie, spices, and real-deal local stories.

Afternoon: Visit Philadelphia’s Magic Gardens, a visionary mosaic maze. Coffee and a cannoli at Isgro Pastries or Termini Brothers on the way back.
Evening: Dinner options: Zahav (Israeli tasting—book early), Kalaya (Southern Thai that sings), or Angelo’s Pizzeria (beloved for blistered-crust pies and hoagies). Drinks in Fishtown at Mulherin’s or Frankford Hall.
Seattle
Welcome to the Emerald City—forests, ferries, and a tech-fueled skyline framed by snowcapped peaks. Seattle balances pioneering aviation history with avant-garde glass art and a coffee culture that goes deep.
- Top sights: Pike Place Market, Space Needle, Chihuly Garden and Glass, MoPOP, Seattle waterfront, Pioneer Square’s underground, and day trips to Mt. Rainier or Olympic National Park.
- Neighborhoods: Capitol Hill for cafés and nightlife; Ballard for Nordic roots and oysters; Queen Anne for city views; Fremont for eccentric public art.
- Tastes: Dungeness crab, Pacific salmon, oysters, single-origin espresso, and stellar bakeries.
Where to stay (Seattle): Compare options on VRBO Seattle and Hotels.com Seattle. Stay near Pike Place for walkability or on South Lake Union for modern business hotels and tram access.
Getting Philadelphia → Seattle (Day 7 morning): Nonstop flights ~6h–6h 30m; typical fares $150–$350+ booked in advance on Trip.com Flights or Kiwi.com. From SEA to Downtown: 20–40 minutes by car; Link light rail takes ~35 minutes to Westlake.
Day 7: Pike Place Welcome
Morning: Fly to Seattle.
Afternoon: Drop bags and head to Pike Place Market. Join the Chef Guided Food Tour of Pike Place Market for bites from artisan vendors and a delicious orientation to the market’s maze.

Evening: Dinner at The Pink Door (Italian-American with cabaret flair) or Matt’s in the Market (market-driven seafood, iconic views). Cocktails at Zig Zag Café tucked below the market.
Day 8: Space Needle, Glass, and Music
Morning: Ride to Seattle Center for the Space Needle and Chihuly Garden and Glass Combination Ticket. Do Chihuly first (fewer crowds), then the Space Needle for 360° views.

Afternoon: Lunch at Skillet at the Armory (fried chicken and waffles) or head to Taylor Shellfish Oyster Bar for tide-to-table platters. Explore MoPOP (music, sci‑fi, and pop culture).
Evening: Reserve Canlis for a landmark Northwest tasting menu, or try Spinasse for handmade tajarin and Piedmontese fare. Nightcap at Rob Roy (serious cocktails) in Belltown.
Day 9: Mt. Rainier Day Escape
All day: Trade skyline for glaciers on the Mt. Rainier National Park Day Tour from Seattle. Depending on season, you’ll walk among wildflowers or snow-dusted evergreens with stops for waterfalls and mountain vistas; plan ~10–11 hours.

Evening: Back in the city, keep it light with pho in the International District (Pho Bac) or oysters and small plates at The Walrus and the Carpenter in Ballard. Enjoy a local pint at Cloudburst Brewing.
Day 10: Underground Stories and Waterfront Farewell
Morning: Explore the original street level beneath Pioneer Square on the Beneath The Streets Underground History Tour—a quirky, fascinating dive into the city’s early days.

Afternoon: Early lunch at Damn The Weather (elevated tavern fare) or a quick salmon sandwich at market stalwart Pike Place Fish. If time allows, cruise Elliott Bay for skyline views on the Seattle's Original Guided Harbor Cruise before heading to the airport for your afternoon departure.

Intercity Transport Snapshot
- Pittsburgh → Philadelphia (Day 4): Morning flight ~1h 15m; $60–$150 on Trip.com or Kiwi.com.
- Philadelphia → Seattle (Day 7): Nonstop ~6–6.5h; $150–$350+ booked ahead via Trip.com or Kiwi.com.
Daily Coffee & Meal Cheat Sheet (highlights):
- Pittsburgh: Pamelas (breakfast), La Gourmandine (pastry), DiAnoia’s/Gaucho (lunch/dinner), Morcilla/Pusadee’s (dinner), Wigle tasting room (drinks).
- Philadelphia: Reading Terminal (lunch), Parc/Vernick (dinner), Campo’s (Old City lunch), Zahav/Kalaya/Angelo’s (dinner), Isgro/Termini (sweets).
- Seattle: Storyville/Victrola (coffee), The Pink Door/Matt’s (dinner), Taylor Shellfish (oysters), Spinasse/Canlis (dinner), Rob Roy/Zig Zag (cocktails).
Summary: In ten days you’ll witness America’s layered story—from riverside industry and radical architecture to Revolutionary avenues and cutting-edge art—before finishing among mountains and saltwater. Come hungry, book the marquee tours early, and let each city’s neighborhoods lead the way.

