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DTW > Santo Domingo, Dominican Republic: Econ from $304. – Dec-Feb (Including MLK Weekend)

DTW > Santo Domingo, Dominican Republic: Econ from $304. – 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.…

DTW > Montego Bay, Jamaica: Biz from $552. Econ from $319. – Dec-Feb (Including MLK Weekend)

DTW > Montego Bay, Jamaica: Biz from $552. Econ from $319. – 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.…

DTW > Punta Cana, Dominican Republic: Biz from $569. Econ from $290. – Dec-Feb

DTW > Punta Cana, Dominican Republic: Biz from $569. Econ from $290. – Dec-Feb

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 $1401. Econ from $365. – Dec-Feb

DTW > Willemstad, Curaçao: Biz from $1401. Econ from $365. – Dec-Feb

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 $730 Econ from $268. – Dec-Feb (Including MLK Weekend) 

DTW > Oranjestad, Aruba: Biz from $730 Econ from $268. – Dec-Feb (Including MLK Weekend) 

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

DTW > Simpson Bay, St. Maarten: Biz from $696. Econ from $256. – Dec-Feb

DTW > Simpson Bay, St. Maarten: Biz from $696. Econ from $256. – Dec-Feb

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 $655. Econ from $370. – Dec-Feb

DTW > Kingston, Jamaica: Biz from $655. Econ from $370. – Dec-Feb

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

DTW > Bridgetown, Barbados: Econ from $253. – Nov-Jan (Including Winter Break)

DTW > Bridgetown, Barbados: Econ from $253. – 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.…

DTW > Montego Bay, Jamaica: Biz from $1027. Econ from $268. – Jan-Mar

DTW > Montego Bay, Jamaica: Biz from $1027. Econ from $268. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

DTW > Vieux Fort, Saint Lucia: Econ from $245. – Feb-Apr (Including Spring Break)

DTW > Vieux Fort, Saint Lucia: Econ from $245. – 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.…

DTW > Nassau, The Bahamas: Biz from $835. Econ from $247. – Feb-Apr

DTW > Nassau, The Bahamas: Biz from $835. Econ from $247. – Feb-Apr

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 $1559. Econ from $416. – Dec-Feb (Including MLK Weekend)

DTW > Willemstad, Curaçao: Biz from $1559. Econ from $416. – 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.…

DTW > Santiago de los Caballeros, Dominican Republic: Biz from $491. Econ from $230. – Nov-Jan

DTW > Santiago de los Caballeros, Dominican Republic: Biz from $491. Econ from $230. – Nov-Jan

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 $507. Econ from $267. – Nov-Jan (Including Winter Break)

DTW > Oranjestad, Aruba: Biz from $507. Econ from $267. – Nov-Jan (Including Winter Break)

If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

DTW > Santo Domingo, Dominican Republic: Biz from $711. Econ from $325. – Nov-Jan

DTW > Santo Domingo, Dominican Republic: Biz from $711. Econ from $325. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

DTW > George Town, Cayman Islands: Biz from $584. Econ from $281. – Nov-Jan

DTW > George Town, Cayman Islands: Biz from $584. Econ from $281. – Nov-Jan

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 $435 Econ from $133. – Jan-Mar 

DTW > San Juan, Puerto Rico: Biz from $435 Econ from $133. – Jan-Mar 

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: Biz from $613. Econ from $323. – Nov-Jan

DTW > Simpson Bay, St. Maarten: Biz from $613. Econ from $323. – Nov-Jan

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 $1039 Econ from $347. – Dec-Feb

DTW > Montego Bay, Jamaica: Biz from $1039 Econ from $347. – Dec-Feb

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 $1315 Econ from $416. – Dec-Feb 

DTW > Willemstad, Curaçao: Biz from $1315 Econ from $416. – Dec-Feb 

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 $604. Econ from $219. – Jan-Mar

DTW > Punta Cana, Dominican Republic: Biz from $604. Econ from $219. – Jan-Mar

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 $735 Econ from $404.- Nov-Jan

DTW > Kingston, Jamaica: Biz from $735 Econ from $404.- Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

DTW > Kralendijk, Caribbean Netherlands: Biz from $1753. Econ from $507. – Nov-Jan

DTW > Kralendijk, Caribbean Netherlands: Biz from $1753. Econ from $507. – Nov-Jan

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 $355 Econ from $139. – Jan-Mar 

DTW > San Juan, Puerto Rico: Biz from $355 Econ from $139. – Jan-Mar 

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 $713. Econ from $314. – Nov-Jan

DTW > Oranjestad, Aruba: Biz from $713. Econ from $314. – Nov-Jan

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

DTW > Christiansted, U.S. Virgin Islands: Biz from $641. Econ from $339. – Oct-Dec (Including Thanksgiving)

DTW > Christiansted, U.S. Virgin Islands: Biz from $641. Econ from $339. – 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.…

DTW > George Town, Cayman Islands: Econ from $303. – Nov-Jan

DTW > George Town, Cayman Islands: Econ from $303. – Nov-Jan

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 $638. Econ from $397. – Oct-Dec

DTW > Kingston, Jamaica: Biz from $638. Econ from $397. – Oct-Dec

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 $474 Econ from $243. – Jan-Mar 

DTW > Punta Cana, Dominican Republic: Biz from $474 Econ from $243. – Jan-Mar 

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: Biz from $656. Econ from $411. – Oct-Dec

DTW > Simpson Bay, St. Maarten: Biz from $656. Econ from $411. – Oct-Dec

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 $1089. Econ from $384. – Nov-Jan

DTW > Oranjestad, Aruba: Biz from $1089. Econ from $384. – Nov-Jan

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $784 Econ from $286. – Nov-Jan 

DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $784 Econ from $286. – Nov-Jan 

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 $649. Econ from $328. – Nov-Jan

DTW > Santo Domingo, Dominican Republic: Biz from $649. Econ from $328. – Nov-Jan

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 $1230 Econ from $426. – Dec-Feb 

DTW > Willemstad, Curaçao: Biz from $1230 Econ from $426. – Dec-Feb 

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 $820 Econ from $164. – Nov-Jan 

DTW > San Juan, Puerto Rico: Biz from $820 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.…

DTW > George Town, Cayman Islands: Biz from $599. Econ from $369. – Nov-Jan

DTW > George Town, Cayman Islands: Biz from $599. Econ from $369. – Nov-Jan

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 $523 Econ from $301. – Sep-Nov 

DTW > Montego Bay, Jamaica: Biz from $523 Econ from $301. – 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 > Piarco, Trinidad and Tobago: Biz from $755 Econ from $443.- Oct-Dec

DTW > Piarco, Trinidad and Tobago: Biz from $755 Econ from $443.- Oct-Dec

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

DTW > Kralendijk, Caribbean Netherlands: Biz from $1648. Econ from $432. – Oct-Dec

DTW > Kralendijk, Caribbean Netherlands: Biz from $1648. Econ from $432. – Oct-Dec

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 $497 Econ from $260. – Oct-Dec 

DTW > Punta Cana, Dominican Republic: Biz from $497 Econ from $260. – Oct-Dec 

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

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