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Weymouth and Portland, and the rest of the south coast, has the sunniest climate in the United Kingdom. The resort averaged 1768.4 hours of sunshine annually between 1971 and 2000, which is over 40% of the maximum possible, and 32% above the United Kingdom average of 1339.7 hours. Four of the last nine years have had more than 2000 hours of sunshine. December is the cloudiest and wettest month (55.7 hours of sunshine, 90.9 millimetres (3.6 in) of rain) and July is the sunniest and driest (235.1 hours of sunshine, 35.6 millimetres (1.4 in) of rain). Sunshine totals in all months are well above the United Kingdom average, and monthly rainfall totals throughout the year are less than the UK average, particularly in summer; this summer minimum of rainfall is not experienced away from the south coast of England. The average annual rainfall of 751.7 millimetres (29.6 in) is well below the UK average of 1,125 millimetres (44.3 in).

Tourism has been the largest industry in Weymouth for decades, though the number of people employed in the sector has declined slightly since its peak in the late 1990s. Weymouth's coast and beaches, lakes, museums, aquarium, and two shopping centres are the main attractions for visitors. The visitor accommodation consists of hotels on the seafront, guest houses around the town centre, and caravan and camping sites just out of town, including three sites owned by Haven and British Holidays: Littlesea, Seaview and Weymouth Bay.

There are over two hundred events held throughout the year in the borough, including firework festivals, dragon boat racing, beach volleyball, handball and motocross, and the annual carnival in mid-August, which attracts around 70,000 people each year. Weymouth is the only port in the world to have hosted the start of The Tall Ships' Races three times in 1983, 1987 and 1994; the 1994 race attracting 300,000 spectators.

Nothe Fort is one of the maritime-related museums in the town.The Pavilion Theatre was built in 1960 on a peninsula of reclaimed land between the harbour and the esplanade, after the Ritz Theatre was destroyed by fire in 1954. The Pavilion is owned and operated by Weymouth and Portland Borough Council, providing a venue for local community groups and schools, and hosting seasonal "end of the pier" entertainment and year-round shows and events. It was announced in 2006 that the Pavilion complex and 4 hectares (10 acres) of its surroundings will be entirely redeveloped from 2008 to 2011, in time for the 2012 Summer Olympics. The complex is to include a refurbished theatre, a World Heritage Site visitors' centre, a new ferry terminal, a 140 bed 4-star hotel, an underground car park, a shopping arcade, offices, around 340 luxury apartments, 110 affordable homes, public squares, promenades, and a 290-berth marina.

As part of the regeneration of Weymouth and Portland, it was decided in 2007 that Weymouth's esplanade will be redeveloped in time for the 2012 Olympic Games. Planned improvements include a public square around the restored statue of King George III, the restoration and extension the Art Deco pier bandstand, a Tourist information centre and café, Victorian-style shelters and seasonal kiosks, a beach rescue centre, and a sand art pavilion for the sculptures of Mark Anderson. Other alterations to the promenade are considered, particularly around key areas such as the Jubilee Clock and the pier bandstand, including a lighting scheme and seating areas with planting, fountains and structural trees. All proposals are scheduled to undergo a period of public consultation before accepted improvements could begin in 2008 for completion before 2012.