May – Page 2 – JGOOT – San Francisco

OAK > Lihue, Hawaii: Econ from $252. – Apr-Jun [SOLD OUT]

Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…

SFO > Christchurch, New Zealand: Econ from $869. – Apr-Jun

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

SFO > Krakow, Poland: Econ from $620. – Apr-Jun

Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…

SFO > Kralendijk, Caribbean Netherlands: Econ from $776. – Apr-Jun

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

SFO > Cartagena, Colombia: Econ from $441. – Apr-Jun

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

SFO > Brisbane, Australia: Econ from $792. – May-Jul (Including Summer Break)

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

SFO > Atlanta, Georgia: Econ from $158. – Apr-Jun [SOLD OUT]

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

SFO > Miami, Florida: Econ from $151. – Apr-Jun

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

SFO > George Town, Cayman Islands: Econ from $463. – Apr-Jun

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

SFO > Liberia, Costa Rica: Biz from $1,210 Econ from $444. – Apr-Jun

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

SJC > Kahului, Hawaii: Econ from $276. – Apr-Jun [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > Thera, Greece: Econ from $807. – Apr-Jun

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

SFO > Salzburg, Austria: Econ from $654. – Apr-Jun

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

SFO > Podgorica, Montenegro: Econ from $731. – Apr-Jun

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

SJC > Gdansk, Poland: Econ from $685. – Apr-Jun

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

SJC > Marrakesh, Morocco: Econ from $786. – Apr-Jun

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

SJC > Tokyo, Japan: Econ from $500. – Apr-Jun [SOLD OUT]

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

SJC > Kailua Kona, Hawaii: Econ from $277. – Apr-Jun

* This is a “fare dump” with a few alternate dates available.

SFO > Rio de Janeiro, Brazil: Biz from $2,283 Econ from $729. – Apr-Jun

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

SFO > Heraklion, Greece: Econ from $800. – Apr-Jun

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

SFO > Melbourne, Australia: Econ from $760. – May-Jul (Including Summer Break)

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

SJC > Warsaw, Poland: Econ from $694.- Apr-Jun [SOLD OUT]

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

SJC > Saint Thomas Island, U.S. Virgin Islands: Econ from $442. – Apr-Jun

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

OAK > San Jose, Costa Rica: Econ from $505.- Apr-Jun [SOLD OUT]

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

SFO > Fukuoka, Japan: Econ from $643.- Apr-Jun [SOLD OUT]

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

SJC > Tunis, Tunisia: Econ from $834.- Apr-Jun [SOLD OUT]

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

SFO > Phoenix, Arizona: Econ from $96. – Apr-Jun

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

OAK > Monterrey, Mexico: Econ from $255. – Apr-Jun

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

SFO > Cluj Napoca, Romania: Econ from $614. – Apr-Jun [SOLD OUT]

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

SFO > Bucharest, Romania: Econ from $599. – Apr-Jun

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

SFO > Macau, Macau: Econ from $714. – Apr-Jun

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

SJC > Guadalajara, Mexico: Econ from $246. – Apr-Jun

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

SFO > Honolulu, Hawaii: Econ from $234. – Apr-Jun

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

SFO > George Town, Cayman Islands: Econ from $463.- Apr-Jun [SOLD OUT]

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

SFO > Liberia, Costa Rica: Biz from $1267. Econ from $414. – Apr-Jun

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

OAK > Kahului, Hawaii: Econ from $228. – Apr-Jun [SOLD OUT]

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

SFO > Willemstad, Curaçao: Biz from $1,407 Econ from $387. – Apr-Jun

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

SFO > Washington, DC: Econ from $163. – Apr-Jun

Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

SFO > Medellin, Colombia: Biz from $989 Econ from $333. – Apr-Jun

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

OAK > Kailua Kona, Hawaii: Econ from $252. – Apr-Jun

* There only appear to be a few seats at this price and availability is spotty. It will take a…