Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
OAK > Boston, Massachusetts: Econ from $114. – Jul-Sep
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
SJC > San Jose, Costa Rica: Biz from $1,230 Econ from $349. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Kingston, Jamaica: Biz from $1,009 Econ from $452. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Sao Paulo, Brazil: Biz from $2,414 Econ from $605. – 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 > San Salvador, El Salvador: Econ from $220. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > Miami, Florida: Econ from $134. – Jul-Sep
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
SFO > George Town, Cayman Islands: Biz from $1,253 Econ from $456. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Split, Croatia: Econ from $508. – Jul-Sep
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Malaga, Spain: Econ from $467. – 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 > Fort Lauderdale, Florida: Econ from $177. – Aug-Oct
Have you ever booked a cruise only to find out that the flight to get there was going to be…
SFO > Montego Bay, Jamaica: Biz from $1,205 Econ from $406. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Biz from $1,018 Econ from $460. – Dec-Feb (Including MLK Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Cape Town, South Africa: Econ from $997. – Aug-Oct
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Paphos, Cyprus: Econ from $681. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Cartagena, Colombia: Biz from $956 Econ from $379. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Georgetown, Guyana: Biz from $886 Econ from $401. – 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 > Guatemala City, Guatemala: Econ from $247. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
OAK > Honolulu, Hawaii: Econ from $288. – Aug-Oct
* This is a “fare dump” with a few alternate dates available.
SJC > Nadi, Fiji: Econ from $969. – Sep-Nov (Including Fall Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
SFO > San Juan, Puerto Rico: Biz from $883 Econ from $274. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
OAK > San Pedro Sula, Honduras: Econ from $362. – Jul-Sep (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Riga, Latvia: Econ from $599. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Punta Cana, Dominican Republic: Econ from $267. – Jul-Sep (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Managua, Nicaragua: Biz from $665 Econ from $295. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Rio de Janeiro, Brazil: Biz from $2,571 Econ from $745. – Jul-Sep
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
SJC > San Jose, Costa Rica: Biz from $1,208 Econ from $368. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
OAK > Saint Thomas Island, U.S. Virgin Islands: Econ from $429. – Jul-Sep (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Barcelona, Spain: Econ from $433. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
SFO > Salvador, Brazil: Econ from $880. – Jul-Sep (Including Summer Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
SJC > Lihue, Hawaii: Econ from $233. – Feb-Apr
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
SJC > Panama City, Panama: Biz from $920 Econ from $376. – Jul-Sep (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
OAK > Boston, Massachusetts: Econ from $151. – Jul-Sep
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
OAK > Cancun, Mexico: Econ from $296. – Jun-Aug (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SJC > Belize City, Belize: Econ from $402. – Nov-Jan
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Lisbon, Portugal: Econ from $480. – Jul-Sep
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Piarco, Trinidad and Tobago: Biz from $1,136 Econ from $473. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Montego Bay, Jamaica: Econ from $382 . – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Miami, Florida: Econ from $174. – Jul-Sep
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
SFO > Fort Lauderdale, Florida: Econ from $173. – Aug-Oct (Including Labor Day)
Have you ever booked a cruise only to find out that the flight to get there was going to be…