Head out on a daytrip to the towns of Sintra and Cascais, both filled with history and fairytale-like landscapes. After breakfast, take a private vehicle to Sintra, where you’ll visit the Quinta da Regaleira estate. See the castle’s unique blend of Manueline, Gothic and Renaissance architecture and stop by the storied Initiation Well that leads to an underground tunnel system. You’ll have some free time for lunch – maybe grab one of Sintra’s famous sweets like queijadas (mini cheese tarts) or travesseiros (flaky pastry filled with almond cream). Then, continue to Cascais. Once the favoured holiday spot for Portuguese royalty, this charming coastal town has a laid-back atmosphere and a lively marina, perfect for a leisurely stroll in the sun. Get the lay of the land on an orientation walk with your leader, then spend some free time exploring at your own pace. If the weather’s right, you might like to seek out one of the local beaches for a refreshing swim. Return to Lisbon in the late afternoon.