Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Chicago, Illinois: Econ from $128. – Aug-Oct
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
SFO > Cincinnati, Ohio: Econ from $128. – Aug-Oct
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
OAK > Cozumel, Mexico: Econ from $305. – Feb-Apr
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
SFO > Sydney, Australia: Econ from $735. – Dec-Feb
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Mykonos, Greece: Econ from $611. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SJC > San Juan, Puerto Rico: Biz from $938 Econ from $249. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Heraklion, Greece: Econ from $553. – Sep-Nov
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Casablanca, Morocco: Econ from $516. – Oct-Dec (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
OAK > Charleston, South Carolina: Econ from $132. – Aug-Oct
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SJC > San Diego, California: Econ from $38. – Jul-Sep
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
SFO > Dubrovnik, Croatia: Econ from $496. – Sep-Nov (Including Fall Break)
* This is a “fare dump” with a few alternate dates available.
SFO > Thera, Greece: Econ from $513. – Sep-Nov (Including Fall Break)
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
SFO > Kralendijk, Caribbean Netherlands: Biz from $1,213 Econ from $400. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > San Antonio, Texas: Econ from $90. – Jul-Sep
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
SJC > Boston, Massachusetts: Econ from $159. – Jul-Sep
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
SFO > Fortaleza, Brazil: Econ from $808. – Sep-Nov (Including Fall Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
OAK > Louisville, Kentucky: Econ from $139. – Aug-Oct
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
OAK > Boise, Idaho: Biz from $506 Econ from $119. – Jul-Sep
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
OAK > Kingston, Jamaica: Econ from $357. – Aug-Oct (Including Labor Day)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Paphos, Cyprus: Econ from $485. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SJC > Cancun, Mexico: Biz from $796 Econ from $309. – Sep-Nov
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SFO > Barcelona, Spain: Econ from $382. – Feb-Apr
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
OAK > Charlotte, North Carolina: Econ from $142. – Aug-Oct
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
SJC > Phoenix, Arizona: Econ from $48. – Jul-Sep
If you ever go to Phoenix, consider staying in Scottsdale. It’s a really cute town slightly North of Phoenix, away…
SFO > Tunis, Tunisia: Econ from $825. – Sep-Nov (Including Fall Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
SFO > Bucharest, Romania: Econ from $622. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
SFO > Brasilia, Brazil: Econ from $620. – Sep-Nov (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Denver, Colorado: Econ from $58. – Jul-Sep
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
SJC > Baltimore, Maryland: Econ from $95. – Aug-Oct
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
SJC > Saint Thomas Island, U.S. Virgin Islands: Biz from $938 Econ from $255. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Turin, Italy: Econ from $516. – Dec-Feb (Including MLK Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Willemstad, Curaçao: Econ from $414. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Melbourne, Australia: Econ from $703. – Sep-Nov (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
OAK > Pittsburgh, Pennsylvania: Econ from $159. – Aug-Oct
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
SJC > Washington, DC: Econ from $161. – Aug-Oct
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
SFO > Malaga, Spain: Econ from $468. – Sep-Nov (Including Fall Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
OAK > Mexico City, Mexico: Econ from $224. – Feb-Apr
Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…
SFO > Tirana, Albania: Econ from $619. – Oct-Dec
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
OAK > Fort Lauderdale, Florida: Econ from $129. – Jul-Sep
Have you ever booked a cruise only to find out that the flight to get there was going to be…