7. Cape Town, South Africa
The Southern Hemisphere’s winter (May to September) means cooler but pleasant weather, ranging from 50°F to 68°F, perfect for hiking and wine tours. Whale watching is also at its peak during this time. Hike or take the cable car for panoramic views of the city and coastline at Table Mountain. Tour Robben Island, the historic site where Nelson Mandela was imprisoned. Explore the famous wine region, Stellenbosch, known for its vineyards and wine estates. Also, some of the best land-based whale-watching opportunities are in Hermanus.