Lisbon, Portugal

Portugal’s capital Lisbon comes alive with a rich history seen in every nook and cranny of the city. From the resting place of famous explorer Vasco de Gama at Jeronimos Monastery to the impressive turrets of São Jorge Castle dating all the way back to second century B.C.E., Lisbon offers a deep dive into the past to satiate the most curious travelers.
While Western Europe’s oldest city boasts an array of Baroque and Neoclassical architecture, that does not mean it has remained stuck in the past. On the contrary, the colorful culture and vibrant life that runs throughout the city’s restaurants, shops, and rooftop bars make it buzz with infectious energy. Taking a tuk tuk through its hard-to-reach passages allows you to experience Lisbon as the locals do.

Portimao, Portugal

Along the southwestern coast of the Algarve region of Portugal lies the vibrant port city of Portimão, equal parts history come to life and modern, cosmopolitan atmosphere. The Megalithic Monuments of Alcalar contain prehistoric remnants of the country’s beginnings while Praia da Rocha (Rock Beach) presents the quintessential beach scene that makes this an ideal, tropical getaway. Not far from here you’ll find Praia dos Três Castelos, a beach well-known for its strange and dramatic rock formations of limestone. Located in the urban setting of Portimão, the Fort of Santa Catarina creates a stark contrast with its medieval construct, where walking the ancient paths call to your inner child and make you feel a sense of wonder and imagination.

Cadiz, Spain

Cádiz, the province and city, is located on Spain’s southwestern edge and achieved its greatest fame during the era of the Catholic kings, as it became the headquarters for Spain’s exploration fleet and treasure ships. With the only inland port in Spain and lying farther from the coastline than other port cities, Seville offers over 2,000 years of history for the curious mind. Set out toward Donana National Park, Spain’s largest protected oasis and UNESCO World Heritage Site. From Lawrence of Arabia to the Star Wars franchise, Seville’s Plaza de España has played a role in film history..

Tangier, Morocco

A Moroccan port in the Strait of Gibraltar, Tangier has acted as the connection between Europe and North Africa since Phoenician times. It’s also a less-traveled port, so it offers a more authentic feel to city life in Morocco. Wander the medina to lose yourself in the maze of narrow streets leading to the Grand Socco marketplace. The Kasbah Museum, the old sultan’s palace restored to its former glory, contains a dazzling array of detailed maps, mesmerizing courtyards and signature Moorish architecture. Explore the Caves of Hercules, near Cap Spartel just outside of Tangier city limits.

Gibraltar, UK

Perched on the tip of the Iberian Peninsula between Europe and Africa lies the famous Rock of Gibraltar. The Mediterranean Steps, once a military path, now act as a pedestrian walkway for visitors that seek a challenging adventure that leads to rewarding panoramas. Atop the promontory the 300 Barbary macaques, Europe’s only wild-monkey population, greet you and await their feeding.

Down in the Neolithic limestone caves of Gibraltar, where Europe’s Neanderthal ancestors once lived, stalactites and stalagmites tell the story of thousands of years of history. Among this system lies St. Michael’s Cave, where the residents of Gibraltar turned the natural formations into an event auditorium where the staging’s lights cast an ethereal glow against the rocks for a truly magnificent show.

Puerto Banus (Marbella), Spain

Located along the Costa del Sol of southeast Spain, Puerto Banús promises a tropical climate made for both adventurous explorations and laid-back relaxation. Just a few short miles east of the port lies the summer-paradise city of Marbella. It’s here you find the most Ferraris in all of Europe and some of the best golf courses for a luxurious getaway made for the discerning traveler.

Spain cuisine is famous for its tapas, and when in Marbella and Puerto Banús, gambas al pilpil (garlic prawns) are the go-to appetizer. Served in garlic, chili, and sizzling olive oil, this simple but mouthwatering dish makes an impression even on the most judicious tastebuds.

Malaga (Granada), Spain

The Spanish city of Málaga along the Mediterranean’s Costa del Sol combines the simple, cosmopolitan feel with the quiet sleepiness of local fishing villages. A dive into the past starts with the ruins of the Roman amphitheater, its ancient stones creating the path that leads to Alcazaba Castle. When the sun goes down, the party starts at Plaza de la Constitucion. Energy thrums through the city streets as the residents come out for the night. Make your way to Granada to visit the famous Alhambra Palace, an outstanding example of Moorish architecture that attracts travelers from all around the world.

Malaga (Granada), Spain

The Spanish city of Málaga along the Mediterranean’s Costa del Sol combines the simple, cosmopolitan feel with the quiet sleepiness of local fishing villages. A dive into the past starts with the ruins of the Roman amphitheater, its ancient stones creating the path that leads to Alcazaba Castle. When the sun goes down, the party starts at Plaza de la Constitucion. Energy thrums through the city streets as the residents come out for the night. Make your way to Granada to visit the famous Alhambra Palace, an outstanding example of Moorish architecture that attracts travelers from all around the world.