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Cobá holds what remains of a large pre-Colombian Maya civilization located on the Riviera Maya. Lesser known than Tulum, the name Cobá means turbid (cloudy) waters—probably having to do with the five cenotes (underground rivers) in the region, which played an important role in agriculture during the development of this region. At one time the city is believed to have had 50,000 inhabitants. Much of the area is still unexcavated, although recent excavations unearthed a stele, which is unique to the Maya world, as it is covered in hieroglyphics. A restored ball court confirms that the popular ball game was practiced here. Bloodletting rituals traditionally followed Maya ball games at Cobá and slaves were forced to participate. This differs from what was practiced at the later site of Chichen Itza, where the captain of the winning team was beheaded after the game.

While not as large as other ancient Mayan cities in the region, Tulum draws in visitors for its stunning setting of centuries-old temples perched on a cliff by the Caribbean Sea. You’ll pass a large market with souvenirs, a casual Mexican restaurant, and even a Starbucks before reaching the entrance, where a train can take you to the site if you’re not up for the 10-minute walk. It’s advisable to hire a guide to fully understand each structure’s significance and the history behind the ruins; informative signage is all but nonexistent. Don’t forget to bring your swimsuit, as the site encompasses a white-sand beach with soothing waves and beautiful rock formations that’s reached by a long wooden staircase.

Located at the far end of picturesque Calzada de los Frailes on a quaint little square next to San Bernardino Convent, the Taberna de los Frailes is a great option for Valladolid dining. Choose to sit inside, out in the garden, or under a thatched-roof palapa. The menu is packed with regional favorites, including local seafood and meat options, plus several interesting vegetarian dishes. The wine list is fairly extensive and some unusual cocktails share menu space with classics. The pavo en relleno negro (turkey stuffed with a hard-boiled egg in a thick black sauce) is especially good, but a heavy hitter—definitely come hungry.

Set among the labyrinthine streets of the Gothic Quarter, this café offers a delicious selection of cakes, tarts, cookies, and other desserts—all baked by nuns from convents and monasteries around Spain. There are truffles from the sisters of Valladolid, cider cake from Santa Inés of Seville, and tea biscuits from the Convento Madre de Dios in Cáceres. Enjoy them with a cup of coffee or pot of tea, or try the famous hot chocolate. You can get a table upstairs, but it’s down below that you’ll want to score a seat: The space—a medieval-era Jewish bathhouse—features ancient stone walls and high vaulted ceilings. Live classical music concerts are occasionally held there, making for one of the more magical places to indulge your sweet tooth.