14 days in Portugal, Barceloneta & Madrid Itinerary

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Fly to Luis Munoz Marin International Airport, Drive to Barceloneta
Barceloneta, Puerto Rico
— 3 nights
Drive to Luis Munoz Marin International Airport, Fly to Madrid
Madrid, Spain
— 3 nights
Porto, Portugal
— 2 nights
Lisbon, Portugal
— 2 nights
Ponta Delgada, Portugal
— 2 nights


Barceloneta, Puerto Rico — 3 nights

City of Pineapples

Affectionately nicknamed "City of Pineapples," Barceloneta owes its agricultural heritage to the fertility of its land and the purity its water, with its large underground water reservoirs attracting pharmaceutical companies in recent years.
Take a break from the city and head to Parque Nacional de las Cavernas del Rio Camuy and La Poza De Las Golondrinas. Deepen your sense of the past at sights like Tunel de Guajataca and Arecibo Lighthouse & Historical Park. Go for a jaunt from Barceloneta to Isabela to see Jobos Beach about 1h 25 min away. It doesn't end there: get some fabulous bargains at Puerto Rico Premium Outlets.

For reviews, where to stay, other places to visit, and other tourist information, go to the Barceloneta visit planner.

Toronto, Canada to Barceloneta is an approximately 13-hour combination of flight and car. The time zone changes from Eastern Standard Time (EST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. When traveling from Toronto in May, plan for a bit warmer days and much warmer nights in Barceloneta: temperatures range from 33°C by day to 27°C at night. Finish your sightseeing early on the 23rd (Tue) to allow enough time to travel to Madrid.
Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay May 20 — 23:

Madrid, Spain — 3 nights

Cultural Capital of Spain

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Deepen your sense of the past at sights like Catedral Primada and Plaza Mayor. Change things up with a short trip to Monastery of San Juan de los Reyes in Toledo (about 1h 5 min away). Next up on the itinerary: steep yourself in history at Royal Palace of Madrid, take in the architecture and atmosphere at Iglesia de San Isidro, stroll around Parque del Retiro, and admire the masterpieces at Prado National Museum.

To find reviews, ratings, where to stay, and other tourist information, you can read our Madrid tour itinerary planning tool.

Use the Route module to find suitable travel options from Barceloneta to Madrid. The time zone difference when traveling from Barceloneta to Madrid is 5 hours. While traveling from Barceloneta, expect slightly colder days and much colder nights in Madrid, ranging from highs of 28°C to lows of 13°C. Wrap up your sightseeing on the 27th (Sat) to allow time to fly to Porto.
Historic Sites · Museums · Parks
Side Trip
Find places to stay May 24 — 27:

Porto, Portugal — 2 nights

Unvanquished City

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names.
On the 27th (Sat), tour the pleasant surroundings at Praia da Luz and then take a stroll around Palacio da Bolsa. Here are some ideas for day two: indulge your taste buds at Food & Drink.

To find photos, reviews, more things to do, and more tourist information, refer to the Porto tour itinerary planner.

Traveling by flight from Madrid to Porto takes 4.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Madrid to Porto. While traveling from Madrid, expect a bit cooler days and about the same nights in Porto, ranging from highs of 23°C to lows of 13°C. Finish up your sightseeing early on the 29th (Mon) so you can catch the flight to Lisbon.
Wineries · Tours · Parks · Outdoors
Find places to stay May 27 — 29:

Lisbon, Portugal — 2 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Start off your visit on the 29th (Mon): explore the historical opulence of Castelo de S. Jorge, wander the streets of Bairro Alto, and then make a trip to Belém Tower. Get ready for a full day of sightseeing on the 30th (Tue): admire the landmark architecture of Mosteiro dos Jeronimos, then choose your vessel at Pypas Cruises Lisbon Boat Tours, and then take a stroll through Alfama.

For maps, ratings, more things to do, and tourist information, read Lisbon itinerary planner.

Fly from Porto to Lisbon in 2.5 hours. Alternatively, you can drive; or take a train. Expect a bit warmer weather when traveling from Porto in May: highs in Lisbon hover around 28°C, while lows dip to 15°C. Finish your sightseeing early on the 31st (Wed) so you can fly to Ponta Delgada.
Neighborhoods · Historic Sites · Transportation · Outdoors
Find places to stay May 29 — 31:

Ponta Delgada, Portugal — 2 nights

As the busy capital of São Miguel, Ponta Delgada represents the most visited place on the island.
Step out of the city life by going to Caldeira das Sete Cidades and Caldeira Velha Environmental Interpretation Centre. Change things up with these side-trips from Ponta Delgada: Furnas (Parque Terra Nostra & Furnas). There's much more to do: contemplate the waterfront views at Lagoa do Fogo, enjoy the sand and surf at Praia de Santa Barbara, take in the architecture and atmosphere at Igreja Matriz de Sao Sebastiao, and don't miss a visit to Portas da Cidade.

To find photos, other places to visit, ratings, and other tourist information, you can read our Ponta Delgada online route planner.

Traveling by flight from Lisbon to Ponta Delgada takes 3 hours. Traveling from Lisbon to Ponta Delgada, you'll gain 1 hour due to the time zone difference. While traveling from Lisbon, expect slightly colder days and about the same nights in Ponta Delgada, ranging from highs of 22°C to lows of 17°C. Cap off your sightseeing on the 2nd (Fri) early enough to catch the flight back home.
Parks · Nature · Outdoors · Beaches
Side Trips
Find places to stay May 31 — Jun 2:

Portugal travel guide

Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.

Azores travel guide

Geologic Formations · Bodies of Water · Lookouts
Mountain Island
Composed of nine volcanic islands scattered in the Atlantic some 1,300 km (850 mi) west of continental Portugal, the Azores represent one of Europe's remotest vacation destinations. Settled sporadically over a span of several centuries, the islands in this archipelago retain much of their isolated feel, each one boasting its own distinct culture, dialect, and cuisine. Long overlooked by even the most adventurous travelers, the islands now surprise a growing number of visitors with their lavish natural beauty, good roads, and hospitable towns providing comfortable accommodations and modern amenities. Place the island of Pico at the top of your itinerary to discover Portugal's highest mountain, a picture-perfect volcanic cone rising above a landscape of World Heritage-listed vineyards.