For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > George Town, Cayman Islands: Biz from $724 Econ from $406. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > San Pedro Sula, Honduras: Biz from $611 Econ from $390. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Montego Bay, Jamaica: Biz from $963 Econ from $240. – 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.…
IND > Corfu, Greece: Econ from $748. – Sep-Nov (Including Fall Break) [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > Boston, Massachusetts: Biz from $388 Econ from $71. – Aug-Oct [SOLD OUT]
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
IND > San Jose, Costa Rica: Biz from $763 Econ from $182. – 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.…
IND > Simpson Bay, St. Maarten: Econ from $342. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Key West, Florida: Biz from $734 Econ from $175. – Aug-Oct [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Santo Domingo, Dominican Republic: Biz from $786 Econ from $232. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Los Angeles, California: Econ from $87. – Sep-Nov [SOLD OUT]
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
IND > Lisbon, Portugal: Econ from $512. – Sep-Nov [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Jacksonville, Florida: Biz from $540 Econ from $113. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > Port Au Prince, Haiti: Econ from $217. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Sarasota, Florida: Econ from $96. – Aug-Oct [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > Punta Cana, Dominican Republic: Biz from $885 Econ from $221. – 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.…
IND > Thera, Greece: Econ from $843. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > San Juan, Puerto Rico: Biz from $716 Econ from $98. – 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.…
IND > Santiago de los Caballeros, Dominican Republic: Biz from $891 Econ from $299 . – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Nadi, Fiji: Econ from $1087. – Dec-Feb [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Belize City, Belize: Biz from $864 Econ from $386. – Jan-Mar [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Myrtle Beach, South Carolina: Biz from $410 Econ from $98. – Aug-Oct [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
IND > Fort Lauderdale, Florida: Econ from $39. – Aug-Oct [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $817 Econ from $109. – 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.…
IND > Abu Dhabi, United Arab Emirates: Econ from $857. – Nov-Jan [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Cozumel, Mexico: Biz from $821 Econ from $380. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
IND > Christiansted, U.S. Virgin Islands: Biz from $965 Econ from $122. – 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.…
IND > Cancun, Mexico: Biz from $801 Econ from $171. – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Kingston, Jamaica: Biz from $891 Econ from $463. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
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 $338. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Puerto Vallarta, Mexico: Econ from $256. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Oranjestad, Aruba: Biz from $989 Econ from $277. – Sep-Nov (Including Fall Break) [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
IND > Guatemala City, Guatemala: Biz from $721 Econ from $160 . – 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.…
IND > Heraklion, Greece: Econ from $742. – Sep-Nov (Including Fall Break) [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > Beirut, Lebanon: Econ from $886. – Jan-Mar [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > San Salvador, El Salvador: Biz from $697 Econ from $195. – 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.…
IND > Dubai, United Arab Emirates: Econ from $760. – Sep-Nov (Including Fall Break) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Montego Bay, Jamaica: Biz from $987 Econ from $276. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Cartagena, Colombia: Biz from $925 Econ from $214. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Boston, Massachusetts: Biz from $418 Econ from $71. – Sep-Nov [SOLD OUT]
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…