On the southernmost tip of the Iberian Peninsula, Gibraltar is a British Overseas Territory that’s dominated by a massive monolith known as the Rock of Gibraltar. Many of the most popular things to do in Gibraltar are on the Rock, from seeing wild monkeys—not found elsewhere in Europe—to checking out St. Michael's Cave. If possible, give yourself a bit of time in town, too, where you stroll Main Street, dine on tapas (of the fish and chips variety), and do a bit of VAT-free shopping.
Summer—when the chance of rain is slim and the weather is hot—is a great time to visit Gibraltar. Late spring and early fall are equally good choices; the weather is a little cooler and you may run into a bit of rain around this time, but you'll also find fewer crowds for a more relaxed experience, particularly on weekdays. Winters, while cool and wet, are generally mild, and freezing temperatures are a rarity.
Gibraltar is easy to navigate by taxi or public transportation. You can bring a car over from Spain, but many people prefer to park at the border and cross on foot. There's a public bus system operated by the Gibraltar Bus Company along with hop-on hop-off buses that stop at major attractions. There's also a cable car that will take you from Alameda Gardens on Main Street up the Rock of Gibraltar to a café with excellent views.
Right on Main Street in the heart of Gibraltar's city center, Jury's Café & Wine Bar is a fantastic spot to stop for a glass of wine or a proper meal. The menu features a mix of British pub fare and Spanish cuisine for lunch and dinner, along with an evening selection of tapas. The wine list is particularly extensive, with a solid selection of wines from the Iberian Peninsula and beyond.
