Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
DTW > Kingston, Jamaica: Biz from $681. Econ from $274. – 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.…
DTW > Nassau, The Bahamas: Biz from $630. Econ from $312. – 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.…
DTW > Simpson Bay, Sint Maarten: Biz from $612. Econ from $288. – 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.…
DTW > Punta Cana, Dominican Republic: Biz from $610. Econ from $201. – 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.…
FNT > Kailua Kona, Hawaii: Econ from $384. – Feb-Apr [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
DTW > Oranjestad, Aruba: Biz from $660. Econ from $223. – Jan-Mar [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
DTW > Port Au Prince, Haiti: Biz from $872. Econ from $267. – 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.…
DTW > Cozumel, Mexico: Biz from $623. Econ from $305. – Jan-Mar (Including President’s Day 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…
FNT > Honolulu, Hawaii: Econ from $384. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
DTW > San Juan, Puerto Rico: Biz from $526. Econ from $88. – 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.…
DTW > Montego Bay, Jamaica: Biz from $656. Econ from $252. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Kingston, Jamaica: Biz from $731. Econ from $363. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Hilo, Hawaii: Econ from $485. – Jan-Mar [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
DTW > Male, Maldives: Econ from $1101. – Mar-May [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Kahului, Hawaii: Econ from $328. – Jan-Mar [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Punta Cana, Dominican Republic: Biz from $743. Econ from $221. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Simpson Bay, Sint Maarten: Biz from $839. Econ from $245. – Dec-Feb (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Oranjestad, Aruba: Biz from $1040. Econ from $228. – Jan-Mar [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $726. Econ from $153.- Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Christiansted, U.S. Virgin Islands: Biz from $817. Econ from $259.- Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Montego Bay, Jamaica: Biz from $776 Econ from $285. – 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.…
DTW > Cozumel, Mexico: Biz from $661 Econ from $283. – Jan-Mar [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
DTW > Colombo, Sri Lanka: Econ from $831. – Feb-Apr (Including Spring Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Aguadilla, Puerto Rico: Biz from $844 (Business Bargain). Econ from $206. – 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.…
DTW > Willemstad, Curaçao: Biz from $1022 (Business Bargain). Econ from $416. – 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.…
DTW > Luqa, Malta: Econ from $509. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Port Au Prince, Haiti: Biz from $1011 (Business Bargain). Econ from $291. – 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.…
DTW > Punta Cana, Dominican Republic: Biz from $923 (Business Bargain). Econ from $293. – 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.…
DTW > Simpson Bay, Sint Maarten: Econ from $324. – 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.…
DTW > Kingston, Jamaica: Biz from $709 (Business Bargain). Econ from $381. – 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.…
DTW > Saint Thomas Island, U.S. Virgin Islands: Econ from $138. Biz from $886 (Business Bargain). – 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.…
DTW > San Juan, Puerto Rico: Econ from $78. Biz from $652 (Business Bargain). – 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.…
DTW > Oranjestad, Aruba: Econ from $287. – Jan-Mar [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > Ponce, Puerto Rico: Econ from $336. – 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.…
DTW > Lihue, Hawaii: Econ from $504. – Dec-Feb [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
DTW > Kahului, Hawaii: Econ from $437. – Dec-Feb [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Montego Bay, Jamaica: Econ from $292. Biz from $746 (Business Bargain). – 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.…
DTW > Piarco, Trinidad and Tobago: Econ from $338. Biz from $876 (Business Bargain). – 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.…
FNT > Cozumel, Mexico: Econ from $403. Biz from $808 (Business Bargain). – Jun-Aug (Including Summer Break) [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…