When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
SFO > Melbourne, Australia: Econ from $962. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
SFO > Corfu, Greece: Econ from $921. – 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…
SFO > Willemstad, Curaçao: Biz from $1,467 Econ from $554. – Jan-Mar (Presidents day Weekend)
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 $1,199 Econ from $570. – Oct-Dec (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 > Sydney, Australia: Econ from $1132. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Montego Bay, Jamaica: Biz from $1,112 Econ from $500. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Lihue, Hawaii: Econ from $312. – Nov-Jan
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
SFO > George Town, Cayman Islands: Econ from $561. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Bodrum, Türkiye (Turkey): Econ from $1015. – Sep-Nov
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
SFO > Suva, Fiji: Econ from $984. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SJC > San Juan, Puerto Rico: Biz from $1,009 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 > Kailua Kona, Hawaii: Econ from $332. – Nov-Jan
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Nadi, Fiji: Econ from $773. – Oct-Dec (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 > Honolulu, Hawaii: Econ from $327. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SFO > Nelson, New Zealand: Econ from $1222. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
SFO > Buenos Aires, Argentina: Econ from $1005. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Christchurch, New Zealand: Econ from $945. – Jan-Mar (Presidents day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
SFO > Heraklion, Greece: Econ from $893. – Aug-Oct
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SJC > San Jose, Costa Rica: Econ from $574. – 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 > Larnaca, Cyprus: Econ from $824. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
SFO > Sao Paulo, Brazil: Econ from $852. – Feb-Apr
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
SFO > Dunedin, New Zealand: Econ from $1013. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Thera, Greece: Econ from $836. – Jul-Sep
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Florianopolis, Brazil: Econ from $908. – 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 > Cancun, Mexico: Econ from $348. – Sep-Nov
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
SFO > Dubrovnik, Croatia: Econ from $753. – Mar-May
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
OAK > San Salvador, El Salvador: Econ from $466. – 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 > Cape Town, South Africa: Econ from $1187. – Jan-Mar
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 $295. – Aug-Oct
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: Econ from $483. – Sep-Nov
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
SJC > Rarotonga, Cook Islands: Econ from $660. – Dec-Feb
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
SFO > Colombo, Sri Lanka: Econ from $780. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Willemstad, Curaçao: Biz from $1,461 Econ from $536. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > Montego Bay, Jamaica: Biz from $1,149 Econ from $457. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Adelaide, Australia: Econ from $987. – Aug-Oct
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
SFO > Kralendijk, Caribbean Netherlands: Econ from $746. – 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 > Georgetown, Guyana: Biz from $1205 Econ from $563.- 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…
SFO > Chennai, India: Econ from $760.- Oct-Dec (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 > Mykonos, Greece: Econ from $912.- Aug-Oct
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…