If you need a break from the constant Brazilian hassle and concern for your life, this is where you need to head. You can see monkeys, all kinds of birds, lush jungle forests, beautiful beaches, picturesque waterfalls, and take a dip in one of the many river pools. You should do the full trail, because you really do not want to take the bus twice. There are some camping site along the trail, both backcountry as well as serviced ones.
South parking / bus stop to Bonete: 2-3 hr. Bonete to Praia de Indaiúba (private): 2 hr. Praia de Indaiúba to Castelhanos: 2 hr. Castelhanos to Cambaquara: 3-4 hr.
Watch out, the trails are often very slippery (everything that looks green). Some claim that it is good to use a repellent against the sand flies, but instead of all those chemicals you are better off just using long clothes. The beaches are not really enjoyable due to the sand flies anyhow. Praia das Enchovas is deserted and rocky, no place to put up a tent.
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Praia do Bonete
Considered by the British Guardian to be newspaper one of the 10 most beautiful beaches of Brazil. With strong waves. Bonete is a small town with ~300 inhabitants on the south side of the island. It can only be reached by foot or sea, so it contains no cars and very little light pollution. Great for some peace and quiet. Arriving by foot requires you to first take a bus to Borrifus at the south of the island, and then walking 12km for approx 4-5hrs. There are 3 beautiful waterfalls on the way, which are well worth the hike. You can also take a boat to/from the island. Most hotels you book in Bonete can arrange this, but their prices are on the high side (Rs290 for 1 or 2 people, Rs390 for 3). Alternatively, try sending a WhatsApp to Joao (+55 1299167 5242), a Bonete local who regularly travels back and forth from Ilhabela town to Bonete beach. He may be available and offer a chepaer ride than the hotel-organised boats. The boat crossing takes about 1.5hrs and can be bumpy - not for the faint hearted!
Praia das Enxovas
One of the most beautiful spots of the island. With thick and yellow sands, rocks and a river.
Praia de Indaiauba
With white sands and calm waters. Only accessible by boat.
Água Branca Trail
The Parque dos Castelhanos offers some refreshing waterfalls to take a dip right at its entrance. There is also a great bird observation tower. 4 km, 1 hr.
The park gives access to the beach(es) on the other side of the island.
Praia de Itaquanduba
Small and quiet beach, with calm waters. Mostly frequented by locals.