Around the World in 1101 Days
Just in case you're considering following in Jim Rogers and Paige Parker's tire tracks, here's a look at the itinerary for their Millennium Adventure (water crossings are in italics):

Iceland: December 29, 1998-January 12, 1999
United Kingdom: January 12-20, 1999
Ireland: January 20-24, 1999
United Kingdom: January 24-30, 1999
France: January 30, 1999
Belgium: January 31, 1999
Germany: January 31-February 9, 1999
Austria: February 9-11, 1999
Hungary: February 11-15, 1999
Yugoslavia: February 15-16, 1999
Bulgaria: February 16, 1999
Turkey: February 16-23, 1999
Georgia: February 23-26, 1999
Azerbaijan: February 26-March 4, 1999
(Caspian Sea: March 4-5, 1999)
Turkmenistan: March 5-11, 1999
Uzbekistan: March 11-20, 1999
Kyrgyzstan: March 20-21, 1999
Kazakhstan: March 21-April 1, 1999
China: April 1-May 17, 1999
(Yellow Sea: May 17-18, 1999)
South Korea: May 18-31, 1999
(Korea Strait: May 31-June 1, 1999)
Japan: June 1-July 2, 1999
(Sea of Japan: July 2-4, 1999)
Russia: July 4-28, 1999
Mongolia: July 28-August 3, 1999
Russia: August 3-20, 1999
Kazakhstan: August 20, 1999
Russia: August 20-September 4, 1999
Belorussia: September 4-6, 1999
Lithuania: September 6-7, 1999
Russia: September 7-8, 1999
Lithuania: September 8, 1999
Latvia: September 8-10, 1999
Estonia: September 10-11, 1999
Russia: September 11-15, 1999
Finland: September 15-19, 1999
Sweden: September 19-29, 1999
Norway: September 29-October 4, 1999
Sweden: October 4-5, 1999
Denmark: October 5-11, 1999
Germany: October 11-28, 1999
Switzerland: October 28, 1999
Italy: October 29-November 4, 1999
Vatican City: November 4, 1999
Italy: November 4-8, 1999
San Marino: November 8, 1999
Italy: November 8-11, 1999
Slovenia: November 11, 1999
Austria: November 11-13, 1999
Slovakia: November 13, 1999
Czech Republic: November 13-20, 1999
Germany: November 20-21, 1999
Liechtenstein: November 21-22, 1999
Switzerland: November 22-24, 1999
Italy: November 24-25, 1999
France: November 25, 1999
Monaco: November 25-27, 1999
France: November 27-29, 1999
Spain: November 29-December 1, 1999
Andorra: December 1-2, 1999
France: December 2-12, 1999
Luxembourg: December 12-14, 1999
Belgium: December 14, 1999
Netherlands: December 14-17, 1999
Belgium: December 17-18, 1999
United Kingdom: December 18-21, 1999
Ireland: December 21-24, 1999
United Kingdom: December 24-January 25, 2000
Belgium: January 25-February 2, 2000
France: February 2-5, 2000
Spain: February 5-10, 2000
Portugal: February 10-13, 2000
Spain: February 13-18, 2000
Gibraltar: February 18-20, 2000
Spain: February 20, 2000
Morocco: February 20-March 5, 2000
Western Sahara: March 5-11, 2000
Mauritania: March 11-21, 2000
Senegal: March 21-25, 2000
Gambia: March 25-28, 2000
Senegal: March 28-29, 2000
Mali: March 29-April 7, 2000
Burkina Faso: April 7-9, 2000
Ivory Coast: April 9-16, 2000
Ghana: April 16-24, 2000
Togo: April 24-25, 2000
Benin: April 25-27, 2000
Nigeria: April 27-May 3, 2000
Cameroon: May 3-10, 2000
Equatorial Guinea: May 10, 2000
Gabon: May 10-24, 2000
(Atlantic Ocean: May 24-25, 2000)
Republic of Congo: May 25-28, 2000
Angola: May 28-June 8, 2000
Namibia: June 8-14, 2000
Botswana: June 14, 2000
Zimbabwe: June 14-15, 2000
Zambia: June 15, 2000
Zimbabwe: June 15-16, 2000
Botswana: June 16-18, 2000
Namibia: June 18-22, 2000
South Africa: June 22-July 2, 2000
Lesotho: July 2-3, 2000
South Africa: July 3-8, 2000
Madagascar: July 8-11, 2000
South Africa: July 11-18, 2000
Swaziland: July 18-21, 2000
Mozambique: July 21-30, 2000
Malawi: July 30-August 5, 2000
Tanzania: August 5-30, 2000
Kenya: August 30-September 10, 2000
Ethiopia: September 10-27, 2000
Sudan: September 27-October 20, 2000
(Nile River: October 20-23, 2000)
Egypt: October 23-November 10, 2000
(Red Sea: November 10-11, 2000)
Saudi Arabia: November 11-25, 2000
Qatar: November 25-28, 2000
Saudi Arabia: November 28, 2000
United Arab Emirates: November 28-December 5, 2000
Iran: December 5-6, 2000
Bahrain: December 6-7, 2000
United Arab Emirates: December 7-8, 2000
Oman: December 8-23, 2000
(Gulf of Oman: December 23-27, 2000)
Pakistan: December 27, 2000-January 9, 2001
India: January 9-February 22, 2001
Bangladesh: February 22-28, 2001
India: February 28-March 7, 2001
Myanmar: March 7-24, 2001
Thailand: March 24-26, 2001
Malaysia: March 26-30, 2001
Singapore: March 30-April 10, 2001
(Strait of Malacca: April 10-12, 2001)
Indonesia: April 12-28, 2001
East Timor: April 28-29, 2001
Australia: April 29-June 4, 2001
Vanuatu: June 4-6, 2001
New Zealand: June 6-21, 2001
French Polynesia: June 21-29, 2001
Chile: June 29-July 13, 2001
Argentina: July 13-20, 2001
Chile: July 20, 2001
Argentina: July 20-22, 2001
Chile: July 22-23, 2001
Argentina: July 23-August 10, 2001
Uruguay: August 10-13, 2001
Brazil: August 13-17, 2001
Argentina: August 17, 2001
Paraguay: August 17-21, 2001
Argentina: August 21-23, 2001
Bolivia: August 23-September 6, 2001
Peru:September 6-23, 2001
Ecuador: September 23-October 3, 2001
Colombia: October 3-4, 2001
Venezuela: October 4-7, 2001
Panama: October 7-10, 2001
Costa Rica: October 10-14, 2001
Nicaragua: October 14-17, 2001
Honduras: October 17-20, 2001
El Salvador: October 20-23, 2001
Guatemala: October 23-27, 2001
Belize: October 27-29, 2001
Mexico: October 29-November 13, 2001
United States of America: November 13-20, 2001
Canada: November 20-28, 2001
United States of America: November 28-December 2, 2001
Canada: December 2-8, 2001
United States of America: December 8-January 5, 2002