Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > San Juan, Puerto Rico: Biz from $960. Econ from $209. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Colombo, Sri Lanka: Econ from $931. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Kailua Kona, Hawaii: Econ from $200. – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Santo Domingo, Dominican Republic: Econ from $312. – 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.…
PDX > Honolulu, Hawaii: Econ from $256. – Feb-Apr
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > Christiansted, U.S. Virgin Islands: Biz from $1221. Econ from $295. – 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.…
PDX > Grenada, Grenada: Biz from $1110. Econ from $397. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Montego Bay, Jamaica: Biz from $969. Econ from $357. – 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.…
PDX > Saint Thomas Island, U.S. Virgin Islands: Biz from $902. Econ from $302. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Nadi, Fiji: Econ from $1237. – 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…
PDX > Auckland, New Zealand: Econ from $1104. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Bali, Indonesia: Econ from $721. – Mar-May
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Reykjavik, Iceland: Econ from $439. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Punta Cana, Dominican Republic: Econ from $303. – 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.…
PDX > Kailua Kona, Hawaii: Econ from $200. – Jan-Mar
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > San Juan, Puerto Rico: Biz from $861. Econ from $210. – 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.…
PDX > Colombo, Sri Lanka: Econ from $934. – Nov-Jan [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Oranjestad, Aruba: Biz from $1049. Econ from $428. – Jan-Mar
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
PDX > Lihue, Hawaii: Econ from $206. – Jan-Mar (Including President’s Day Weekend)
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
PDX > Willemstad, Curaçao: Biz from $986. Econ from $488. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Hilo, Hawaii: Econ from $285. – Dec-Feb [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Honolulu, Hawaii: Econ from $216. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > Saint Thomas Island, U.S. Virgin Islands: Biz from $956. Econ from $146. – 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.…
PDX > George Town, Cayman Islands: Biz from $991. Econ from $457. – Dec-Feb (Including Winter Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Grenada, Grenada: Biz from $1111. Econ from $400. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Cozumel, Mexico: Biz from $678. Econ from $295. – Dec-Feb [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
PDX > Larnaca, Cyprus: Econ from $539. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Kailua Kona, Hawaii: Econ from $240. – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Auckland, New Zealand: Econ from $1120. – Jan-Mar
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Palma de Mallorca, Spain: Econ from $480. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Honolulu, Hawaii: Econ from $256. – Oct-Dec (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Saint Thomas Island, U.S. Virgin Islands: Biz from $874. Econ from $268. – 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.…
PDX > Reykjavik, Iceland: Econ from $443. – Jan-Mar [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > Lihue, Hawaii: Econ from $246. – 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…
PDX > Providenciales, Turks and Caicos Islands: Biz from $755. Econ from $378. – Sep-Nov (Including Fall Break)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
PDX > Christiansted, U.S. Virgin Islands: Biz from $1065. Econ from $252. – 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.…
PDX > Grenada, Grenada: Biz from $1081. Econ from $400. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Bali, Indonesia: Econ from $734. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > San Juan, Puerto Rico: Biz from $855. Econ from $222. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…