Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Santo Domingo, Dominican Republic: Econ from $235. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $910. Econ from $149. – 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 > Port Au Prince, Haiti: Biz from $1015. Econ from $198. – 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 > Kingston, Jamaica: Biz from $987. Econ from $300. – 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: Biz from $733. Econ from $112. – 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 > Christiansted, U.S. Virgin Islands: Biz from $915. Econ from $124. – 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 > Punta Cana, Dominican Republic: Biz from $821. Econ from $219. – 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 > Oranjestad, Aruba: Biz from $926. Econ from $209. – Jan-Mar [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
DTW > Santo Domingo, Dominican Republic: Econ from $195. – Jan-Mar
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: Biz from $935. Econ from $101. – 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.…
DTW > Simpson Bay, St. Maarten: Econ from $203. – 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.…
FNT > Cozumel, Mexico: Biz from $760. Econ from $262. – Feb-Apr
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
DTW > Montego Bay, Jamaica: Biz from $797. Econ from $226. – 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 > Larnaca, Cyprus: Econ from $625. – Dec-Feb (Including Winter Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
DTW > Luqa, Malta: Econ from $655. – 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 > Nassau, The Bahamas: Biz from $833. Econ from $306. – 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.…
DTW > Christiansted, U.S. Virgin Islands: Biz from $947. Econ from $125. – 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.…
DTW > Kingston, Jamaica: Biz from $847. Econ from $276. – 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 > Punta Cana, Dominican Republic: Biz from $881. Econ from $207. – 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 > Oranjestad, Aruba: Biz from $951. Econ from $227. – Oct-Dec [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > Santo Domingo, Dominican Republic: Biz from $816. 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.…
DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $890. Econ from $99. – 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.…
DTW > Montego Bay, Jamaica: Biz from $812. Econ from $230. – 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.…
DTW > Nassau, The Bahamas: Biz from $850. Econ from $364. – 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: Biz from $723. Econ from $94. – 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.…
DTW > Punta Cana, Dominican Republic: Biz from $878. Econ from $207. – 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.…
DTW > Christiansted, U.S. Virgin Islands: Biz from $759. Econ from $95. – 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.…
DTW > Santo Domingo, Dominican Republic: Biz from $756. Econ from $196. – 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.…
DTW > Honolulu, Hawaii: Econ from $544. – 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…
DTW > Nassau, The Bahamas: Biz from $830. Econ from $304. – 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 > Kingston, Jamaica: Biz from $807. 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.…
DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $889. Econ from $92. – 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.…
DTW > San Juan, Puerto Rico: Biz from $791. Econ from $87. – 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.…
DTW > Montego Bay, Jamaica: Biz from $957. Econ from $254. – 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.…
DTW > Punta Cana, Dominican Republic: Biz from $878. Econ from $225. – 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.…
DTW > Christiansted, U.S. Virgin Islands: Biz from $899. Econ from $111. – 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.…
DTW > Cozumel, Mexico: Biz from $674. Econ from $234. – Sep-Nov (Including Fall 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…
DTW > Oranjestad, Aruba: Biz from $971. Econ from $326. – Sep-Nov (Including Fall Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > San Juan, Puerto Rico: Biz from $779. Econ from $101. – 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.…