Flight + Hotel: $500pp & under – Page 25 – JGOOT

SFO > San Juan, Puerto Rico: Biz from $790 Econ from $203. – Nov-Jan [SOLD OUT]

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

SJC > Guadalajara, Mexico: Econ from $251. – Nov-Jan [SOLD OUT]

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

SFO > Nashville, Tennessee: Econ from $120. – Oct-Dec [SOLD OUT]

If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…

SFO > San Antonio, Texas: Econ from $101. – Oct-Dec [SOLD OUT]

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

OAK > Minneapolis, Minnesota: Econ from $135. – Oct-Dec [SOLD OUT]

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

SJC > Cincinnati, Ohio: Econ from $136. – Oct-Dec [SOLD OUT]

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

SFO > Indianapolis, Indiana: Econ from $88. – Oct-Dec [SOLD OUT]

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

OAK > Louisville, Kentucky: Econ from $151. – Oct-Dec [SOLD OUT]

Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…

SFO > San Jose, Costa Rica: Biz from $1,047 Econ from $247. – Jan-Mar

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

SFO > Charlotte, North Carolina: Econ from $111. – Oct-Dec [SOLD OUT]

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

OAK > Pittsburgh, Pennsylvania: Econ from $155. – Oct-Dec [SOLD OUT]

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

SFO > Boston, Massachusetts: Econ from $133. – Dec-Feb [SOLD OUT]

I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…

OAK > Newark, New Jersey: Econ from $107. – Nov-Jan [SOLD OUT]

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

SFO > Atlanta, Georgia: Econ from $88. – Oct-Dec [SOLD OUT]

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

SFO > Detroit, Michigan: Econ from $88. – Oct-Dec [SOLD OUT]

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

SFO > Denver, Colorado: Econ from $33. – Nov-Jan [SOLD OUT]

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

SFO > Baltimore, Maryland: Econ from $120. – Oct-Dec [SOLD OUT]

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

SJC > Columbus, Ohio: Econ from $175. – 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 > New Orleans, Louisiana: Econ from $127. – Oct-Dec [SOLD OUT]

Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

SFO > Chicago, Illinois: Econ from $78. – Nov-Jan [SOLD OUT]

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

SFO > Washington, DC: Econ from $110. – Oct-Dec [SOLD OUT]

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

SFO > Miami, Florida: Econ from $119. – Nov-Jan [SOLD OUT]

Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

SFO > Cancun, Mexico: Biz from $856 Econ from $221. – Oct-Dec [SOLD OUT]

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

SJC > Las Vegas, Nevada: Econ from $40. – Nov-Jan [SOLD OUT]

Grab this flight and spend the savings on several shows. (I highly recommend the Michael Jackson show, as well as…

SFO > Tampa, Florida: Econ from $110. – Oct-Dec [SOLD OUT]

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

OAK > San Salvador, El Salvador: Econ from $278. – Oct-Dec [SOLD OUT]

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

SFO > Philadelphia, Pennsylvania: Econ from $110. – Nov-Jan [SOLD OUT]

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

SFO > Managua, Nicaragua: Biz from $1,224 Econ from $306. – Jan-Mar

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

SFO > Fort Lauderdale, Florida: Econ from $117. – Oct-Dec [SOLD OUT]

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

SFO > Cleveland, Ohio: Econ from $107. – Oct-Dec [SOLD OUT]

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

SFO > Raleigh, North Carolina: Econ from $99. – Oct-Dec [SOLD OUT]

My brother sent my Nephew to visit us for a weekend thanks to cheap fares to Raleigh. Watch this video…

OAK > New York, New York: Econ from $97. – Oct-Dec [SOLD OUT]

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

SFO > Phoenix, Arizona: Econ from $40. – Oct-Dec [SOLD OUT]

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

SFO > Austin, Texas: Econ from $110. – Oct-Dec [SOLD OUT]

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

OAK > Memphis, Tennessee: Econ from $141. – Oct-Dec [SOLD OUT]

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

OAK > Portland, Oregon: Econ from $75. – Nov-Jan [SOLD OUT]

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

SJC > Cincinnati, Ohio: Econ from $131. – Oct-Dec [SOLD OUT]

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

SFO > Guatemala City, Guatemala: Econ from $243. – Nov-Jan [SOLD OUT]

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

OAK > Charleston, South Carolina: Econ from $156. – Nov-Jan [SOLD OUT]

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

OAK > Indianapolis, Indiana: Econ from $156. – Nov-Jan [SOLD OUT]

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