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

MSP > Providenciales, Turks and Caicos Islands: Econ from $375. – Jan-Mar (Presidents day Weekend)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * There only appear to…

MSP > Oranjestad, Aruba: Econ from $378. – Mar-May
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

MSP > Punta Cana, Dominican Republic: Econ from $416. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Montego Bay, Jamaica: Econ from $484. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Willemstad, Curaçao: Econ from $514. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Econ from $463. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $577 Econ from $294. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Kralendijk, Caribbean Netherlands: Biz from $1536 Econ from $735. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Econ from $422. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Econ from $459. – Nov-Jan (Including Winter Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

MSP > Montego Bay, Jamaica: Econ from $542. – 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.…

MSP > Punta Cana, Dominican Republic: Econ from $416. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Econ from $443. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $567 Econ from $233. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Willemstad, Curaçao: Econ from $448. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Kralendijk, Caribbean Netherlands: Biz from $1,675 Econ from $706. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Econ from $518. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Econ from $376. – Nov-Jan
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

MSP > Montego Bay, Jamaica: Econ from $505. – Oct-Dec (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $933 Econ from $245. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Willemstad, Curaçao: Econ from $425. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Punta Cana, Dominican Republic: Econ from $371. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,190 Econ from $463. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Biz from $1,091 Econ from $499. – 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.…

MSP > Oranjestad, Aruba: Econ from $376. – Nov-Jan
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

MSP > Kralendijk, Caribbean Netherlands: Biz from $1,681 Econ from $736. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Montego Bay, Jamaica: Econ from $480. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $716 Econ from $226. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Econ from $499. – 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.…

MSP > Willemstad, Curaçao: Econ from $470. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Econ from $498. – Nov-Jan
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

MSP > Montego Bay, Jamaica: Biz from $1,214 Econ from $442. – Nov-Jan (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Kralendijk, Caribbean Netherlands: Biz from $1,611 Econ from $741. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $599 Econ from $287. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Econ from $499. – 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.…

MSP > Willemstad, Curaçao: Econ from $471. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Montego Bay, Jamaica: Econ from $433. – Oct-Dec (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $887 Econ from $297. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Kralendijk, Caribbean Netherlands: Biz from $1,616 Econ from $746. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…