10-Day Portugal Food & Road Trip
Designed by
Caleb ThillNYC life and travel guides

Your trip at a glance
- 9 days · 8 nights
- 3 stops
- 3 hotels
- 5 experiences included
Everything here is a suggestion. Swap hotels, add or drop activities, change the cities or the order. I'll rebuild the trip around you.
- 2 nightsDay 1 → Day 3
Cascais, Portugal
Cascais Coastal Charm & Cuisine
Layla, your stay in Cascais from May 12 to May 14 promises a delightful blend of charming coastal beauty and relaxed luxury at Hotel Baia. As foodies, you'll love exploring the local dining scene with fresh seafood and traditional Portuguese flavors, perfect for memorable meals and drinks. Plus, enjoy a gentle historical tour that suits your pace, avoiding steep steps while immersing you in Cascais' rich heritage and stunning seaside views. - Rental carDay 1
Rental car
Picked up on arrival, yours for the whole stay
- Accommodation2 nights
1/8 - 1Day 1Cascais
1/4 - 2Day 2Cascais
1/5 - 4 nightsDay 3 → Day 7
Porto, Portugal
Porto: History & Culinary Delights
From May 14 to May 18, immerse yourself in the charm of Porto, Portugal, a city known for its rich history, stunning riverside views, and world-famous port wine cellars. As foodies, you'll love exploring the local gastronomy with its fresh seafood and traditional dishes. Enjoy a relaxed pace with accessible historical tours that suit your preference for minimal steps, making this leg both delightful and comfortable. - CarDay 3
Cascais → Porto
3h 12m
- Accommodation4 nights
1/8 - 3Day 3Porto
1/2 - 4Day 4Porto
1/4 - 5Day 5Porto
1/4 - 6Day 6Porto
1/4 - 2 nightsDay 7 → Day 9
Lisbon, Portugal
Lisbon's Historic & Culinary Delights
Your stay in Lisbon from May 18 to May 20 offers a perfect blend of historic charm and vibrant culinary experiences. Enjoy easy-access historical tours that avoid strenuous steps, ideal for a relaxed yet enriching exploration. Savor the city's renowned food and drink scene, making your last days in Portugal truly memorable. - CarDay 7
Porto → Lisbon
3h
- Accommodation2 nights
1/8 - 7Day 7Lisbon
1/3 - 8Day 8Lisbon
1/3 - 9Day 9Lisbon


Make it yours
Tell me your dates and who's coming. I'll swap hotels, add nights and price flights from your city.
This trip, rebuilt around you