Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
SFO > Miami, Florida: Econ from $135. – Sep-Nov
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SFO > Cape Town, South Africa: Econ from $988. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Honolulu, Hawaii: Econ from $238. – Sep-Nov (Including Fall Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > Aguadilla, Puerto Rico: Econ from $304. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Florianopolis, Brazil: Econ from $843. – Oct-Dec (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SJC > Cartagena, Colombia: Econ from $406. – 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.…
SFO > Melbourne, Australia: Econ from $948. – Jan-Mar (Including President’s Day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
SJC > Christiansted, U.S. Virgin Islands: Biz from $978 Econ from $261. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > George Town, Cayman Islands: Biz from $965 Econ from $420. – Oct-Dec
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 $442. – 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…
SJC > Boston, Massachusetts: Econ from $132. – Aug-Oct
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
SFO > Paphos, Cyprus: Econ from $683. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SFO > San Juan, Puerto Rico: Biz from $860 Econ from $227. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > Panama City, Panama: Biz from $1,044 Econ 322. – Sep-Nov
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Porto Alegre, Brazil: Econ from $613. – Mar-May
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
OAK > San Salvador, El Salvador: Econ from $208. – 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.…
SFO > Nadi, Fiji: Econ from $721. – 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…
OAK > Montego Bay, Jamaica: Econ from $376. – 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 $887 Econ from $417. – 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…
SJC > Cancun, Mexico: Biz from $956 Econ from $253. – Aug-Oct
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SJC > Fort Lauderdale, Florida: Econ from $85. – Aug-Oct
Have you ever booked a cruise only to find out that the flight to get there was going to be…
SJC > Saint Thomas Island, U.S. Virgin Islands: Biz from $948 Econ from $246. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Kailua Kona, Hawaii: Econ from $191. – Nov-Jan
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Sao Paulo, Brazil: Econ from $644. – 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 > Guatemala City, Guatemala: Econ from $211. – Oct-Dec
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: Econ from $734. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SJC > San Salvador, El Salvador: Biz from $932 Econ from $261. – Sep-Nov
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 $601. – 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…
SJC > Lihue, Hawaii: Econ from $256. – Aug-Oct
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SFO > Miami, Florida: Econ from $148. – Aug-Oct
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
SFO > Liberia, Costa Rica: Econ from $397. – Oct-Dec (Including Thanksgiving)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
SFO > Split, Croatia: Econ from $531. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SJC > San Jose, Costa Rica: Biz from $992 Econ from $267. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
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 > Dubrovnik, Croatia: Econ from $496. – Sep-Nov (Including Fall Break)
* This is a “fare dump” with a few alternate dates available.