1-2 weeks: Montevideo → Punta del Diablo → Montevideo
21.10.2014 - 31.10.2014
I can't say I reallllly enjoyed my time here... I found it dirty, unimpressive, and not cheap. But it was the first stop on my solo adventure so I was most likely just depressed and adjusting. The city is set up pretty nicely to wander and explore, especially with the Rambla as a constant reference point.
DO: The Free Walking Tour takes you to the places you should see. The Rambla offers an enjoyable way to spend the day, either walking or biking. The soccer museum is super cool if you're interested.
Most people go to Punta del Este, which I've heard mixed reviews about (ranging from beautiful and amazing to nothing special and resort-y).
punta del diablo
An undeveloped backpacker beach town near the Brazilian border. Apparently it gets crazy busy during Carnaval, but when I went (October) it was empty. There aren't tons of things to do, but if you're interested in chilling out this stop is definitely for you.
STAY: Hostel de la Viuda -- the owner, Sebastian is the nicest guy. He does anything and everything to help his guests, picks them up from the bus, offers rides to the store when he goes, and gives plenty of valuable advice about the area. The hostel is so nice, with a big kitchen, TV area, pool table, fire pit, pool... you will without a doubt enjoy your stay here.
DO: if you want a break from relaxing at the beach, rent some bikes and check out the Santa Teresa National Park (there's a fort, a botanical garden, and an animal refuge).
→ possible to cross border to Brazil
Cabo Polonio, an off the grid community a little south of Punta del Diablo. Colonia, a colonial town that also offers a boat transfer to Buenos Aires.