The Whale Trail (hiking), South Africa
If you like long walks on the beach—and we mean really long walks—South Africa's 34-mile Whale Trail is sure to float your boat. The first half, which starts in the Potberg mountains of the De Hoop Nature Reserve, winds east down the verdant green hillsides toward the water; all along the way, trekkers gaze down on the turquoise rock pools and craggy cliff formations that make up this stretch of Indian Ocean coast. Once you hit the ocean, the trail doubles back west, with 17 more miles of secluded, sandy beaches, tide pools, and sea caves. Both segments of the trail have excellent vantage points for the star attraction—abundant southern right whales that populate these waters between June and December. During those months, hikers routinely report seeing 50 or more whales at a time, and some tour operators (like Karoo, below) have a money-back guarantee if you don't spot at least one.
Book a Trip: Karoo Tours' six-day hikes include transportation from Cape Town, accommodation in rustic cabins, and all meals (www.karoospirit.co.za, from $555).