Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
DTW > Santo Domingo, Dominican Republic: Biz from $847. Econ from $211. – 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 > Punta Cana, Dominican Republic: Biz from $959. Econ from $250. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $958. Econ from $109. – 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.…
DTW > Culebra, Puerto Rico: Econ from $356. – 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…
DTW > Kingston, Jamaica: Biz from $939. Econ from $343. – Aug-Oct (Including Labor Day) [SOLDOUT]
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: Econ from $219. – 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.…
FNT > Male, Maldives: Econ from $915. – Aug-Oct [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Simpson Bay, St. Maarten: Econ from $260. – Jul-Sep [SOLDOUT]
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: Econ from $275. – Jul-Sep [SOLDOUT]
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 $907. Econ from $151. – 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.…
DTW > Honolulu, Hawaii: Econ from $461. – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
DTW > Oranjestad, Aruba: Biz from $1011. Econ from $251. – Aug-Oct [SOLDOUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
DTW > Montego Bay, Jamaica: Biz from $1017. Econ from $297. – 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 $870. Econ from $124. – Jul-Sep [SOLDOUT]
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 $771. Econ from $140. – Jul-Sep [SOLDOUT]
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 $959. Econ from $305. – 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 > Santo Domingo, Dominican Republic: Biz from $806. Econ from $251. – 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.…
DTW > Cozumel, Mexico: Biz from $768. Econ from $370. – Sep-Nov [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 > Thera, Greece: Econ from $525. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Male, Maldives: Econ from $874. – 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…
DTW > Kingston, Jamaica: Biz from $857. Econ from $305. – 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.…
DTW > Oranjestad, Aruba: Biz from $1008. Econ from $287. – Sep-Nov [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > Honolulu, Hawaii: Econ from $446. – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
DTW > Christiansted, U.S. Virgin Islands: Biz from $907. Econ from $215. – Aug-Oct (Including Labor Day) [SOLDOUT]
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 $163. – 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.…
DTW > Simpson Bay, St. Maarten: Econ from $307. – Jul-Sep (Including Summer Break) [SOLDOUT]
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 $751. Econ from $168. – 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.…
DTW > Montego Bay, Jamaica: Biz from $1015. Econ from $313. – 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.…
DTW > Lihue, Hawaii: Econ from $480. – Aug-Oct (Including Labor Day) [SOLDOUT]
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
DTW > Kailua Kona, Hawaii: Econ from $463. – Jul-Sep [SOLDOUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Santo Domingo, Dominican Republic: Biz from $836. Econ from $282. – Jul-Sep [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Aguadilla, Puerto Rico: Biz from $772. Econ from $215. – 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.…
DTW > Male, Maldives: Econ from $902. – 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…
DTW > Nassau, The Bahamas: Biz from $888. Econ from $320. – Jul-Sep (Including Summer Break) [SOLDOUT]
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 $867. Econ from $410. – 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.…
DTW > Oranjestad, Aruba: Biz from $1008. Econ from $371. – Aug-Oct (Including Labor Day) [SOLDOUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
DTW > Honolulu, Hawaii: Econ from $390. – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
DTW > Christiansted, U.S. Virgin Islands: Biz from $886. Econ from $271. – Jul-Sep [SOLDOUT]
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 $938. Econ from $367. – 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.…