September – JGOOT – San Francisco

SFO > Heraklion, Greece: Econ from $864. – Aug-Oct (Including Labor Day)

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

SJC > Montego Bay, Jamaica: Econ from $491. – Sep-Nov [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

OAK > Guatemala City, Guatemala: Econ from $319. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Eugene, Oregon: Biz from $277 Econ from $127. – Sep-Nov [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Gdansk, Poland: Econ from $712. – Sep-Nov [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

SFO > Denver, Colorado: Biz from $366 Econ from $111. – Aug-Oct [SOLD OUT]

If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…

OAK > San Juan, Puerto Rico: Econ from $335. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

OAK > Denver, Colorado: Econ from $178. – Aug-Oct [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

SFO > Algiers, Algeria: Econ from $768. – Sep-Nov [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

OAK > Calgary, Canada: Econ from $299. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Graz, Austria: Econ from $888. – Sep-Nov [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

OAK > Guatemala City, Guatemala: Econ from $300. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Rhodes, Greece: Econ from $860. – Sep-Nov [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

SFO > Heraklion, Greece: Econ from $926. – Sep-Nov [SOLD OUT]

Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

SFO > Changchun, China: Econ from $798. – Sep-Nov [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

SJC > Podgorica, Montenegro: Econ from $1148. – Sep-Nov [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

SFO > Boise, Idaho: Biz from $397 Econ from $123. – Aug-Oct [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

OAK > Houston, Texas: Econ from $154. – Aug-Oct [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Chicago, Illinois: Biz from $458 Econ from $167. – Aug-Oct [SOLD OUT]

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

SFO > Denver, Colorado: Biz from $369 Econ from $118. – Aug-Oct [SOLD OUT]

Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…

SFO > Bodrum, Türkiye (Turkey): Econ from $1015. – Sep-Nov [SOLD OUT]

On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…

SFO > Gdansk, Poland: Econ from $725. – Sep-Nov [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

OAK > Calgary, Canada: Econ from $309. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Tunis, Tunisia: Econ from $1010. – Aug-Oct [SOLD OUT]

For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

OAK > Las Vegas, Nevada: Econ from $68. – Aug-Oct [SOLD OUT]

Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

SFO > Cagliari, Italy: Econ from $858. – Aug-Oct (Including Labor Day) [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

SFO > Nelson, New Zealand: Econ from $1222. – Aug-Oct [SOLD OUT]

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

SFO > Phoenix, Arizona: Biz from $336 Econ from $98. – Aug-Oct [SOLD OUT]

If you ever go to Phoenix, consider staying in Scottsdale. It’s a really cute town slightly North of Phoenix, away…

SFO > Beijing, China: Econ from $806. – Sep-Nov [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

OAK > Mexico City, Mexico: Econ from $327. – Sep-Nov [SOLD OUT]

Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…

SFO > Heraklion, Greece: Econ from $893. – Aug-Oct [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

OAK > Cancun, Mexico: Econ from $348. – Sep-Nov [SOLD OUT]

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

SFO > Algiers, Algeria: Econ from $770. – Aug-Oct [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

OAK > Guatemala City, Guatemala: Econ from $295. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Tirana, Albania: Econ from $853. – Aug-Oct [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Liberia, Costa Rica: Econ from $483. – Sep-Nov [SOLD OUT]

When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

SJC > Montego Bay, Jamaica: Biz from $1,149 Econ from $457. – Aug-Oct [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Adelaide, Australia: Econ from $987. – Aug-Oct [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Kralendijk, Caribbean Netherlands: Econ from $746. – Aug-Oct (Including Labor Day) [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Mykonos, Greece: Econ from $912.- Aug-Oct [SOLD OUT]

Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

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