Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $833 Econ from $237. – 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.…
IND > Kahului, Hawaii: Econ from $442. – Dec-Feb (Including MLK Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > George Town, Cayman Islands: Biz from $1,135 Econ from $450. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $380. – Dec-Feb
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
IND > Kingston, Jamaica: Econ from $330. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Honolulu, Hawaii: Econ from $422. – Jan-Mar
* This is a “fare dump” with a few alternate dates available.
IND > San Juan, Puerto Rico: Biz from $835 Econ from $148. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kailua Kona, Hawaii: Econ from $379. – Dec-Feb
* This is a “fare dump” with a few alternate dates available.
IND > Oranjestad, Aruba: Biz from $1,026 Econ from $323. – Dec-Feb (Including MLK Weekend)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
IND > Montego Bay, Jamaica: Biz from $923 Econ from $315. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Christiansted, U.S. Virgin Islands: Econ from $269. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Saint Thomas Island, U.S. Virgin Islands: Econ from $225. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $415. – Nov-Jan
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
IND > Punta Cana, Dominican Republic: Biz from $833 Econ from $321. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Simpson Bay, St. Maarten: Econ from $396. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kahului, Hawaii: Econ from $432. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Honolulu, Hawaii: Econ from $469. – Feb-Apr
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > San Juan, Puerto Rico: Biz from $786 Econ from $190. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kingston, Jamaica: Econ from $385. – Nov-Jan (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kailua Kona, Hawaii: Econ from $369. – Dec-Feb
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Larnaca, Cyprus: Econ from $771. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Oranjestad, Aruba: Biz from $1,080 Econ from $332. – Oct-Dec (Including Thanksgiving)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Montego Bay, Jamaica: Biz from $1,055 Econ from $287. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,003 Econ from $218. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > George Town, Cayman Islands: Biz from $1,244 Econ from $506. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Nassau, The Bahamas: Econ from $333. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $370. – Nov-Jan
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
IND > Christiansted, U.S. Virgin Islands: Econ from $275. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Willemstad, Curaçao: Econ from $541. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > San Juan, Puerto Rico: Biz from $774 Econ from $164. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kingston, Jamaica: Biz from $1,048 Econ from $311. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kahului, Hawaii: Econ from $431. – Dec-Feb (Including MLK Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Oranjestad, Aruba: Econ from $332. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Cozumel, Mexico: Biz from $785 Econ from $370. – Jan-Mar
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
IND > Montego Bay, Jamaica: Biz from $885 Econ from $296. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Warsaw, Poland: Econ from $528. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $801 Econ from $223. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Auckland, New Zealand: Econ from $958. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Lihue, Hawaii: Econ from $380. – Jan-Mar
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…