Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nadi, Fiji: Econ from $771. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Christchurch, New Zealand: Econ from $951. – Apr-Jun (Including Summer Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Colombo, Sri Lanka: Econ from $881. – Apr-Jun
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Coxen Hole, Honduras: Biz from $988 Econ from $439. – Apr-Jun
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Praia, Cape Verde: Biz from $1741 Econ from $584. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Providenciales, Turks and Caicos Islands: Biz from $795 Econ from $351. – Mar-May
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…
BOS > Oranjestad, Aruba: Biz from $523. Econ from $235. – Feb-Apr (Including Spring Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Kingston, Jamaica: Biz from $825 Econ from $424. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Willemstad, Curaçao: Biz from $971 Econ from $275.- 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.…
BOS > George Town, Cayman Islands: Biz from $504 Econ from $279. – 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.…
BOS > Luqa, Malta: Econ from $372. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1292. Econ from $452. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Montego Bay, Jamaica: Biz from $531. Econ from $273. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Larnaca, Cyprus: Econ from $508. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Piarco, Trinidad and Tobago: Biz from $584. Econ from $256. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Coxen Hole, Honduras: Biz from $1024. Econ from $407. – Mar-May
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Bridgetown, Barbados: Biz from $982. Econ from $296. – 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.…
BOS > San Juan, Puerto Rico: Biz from $461. Econ from $151. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nadi, Fiji: Econ from $840. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Praia, Cape Verde: Biz from $1666. Econ from $604. – Feb-Apr (Including Spring Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Kingston, Jamaica: Biz from $767. Econ from $358. – 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.…
BOS > Willemstad, Curaçao: Biz from $931. Econ from $278. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Santiago de los Caballeros, Dominican Republic: Biz from $486. Econ from $261. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Male, Maldives: Econ from $802. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Oranjestad, Aruba: Biz from $786. Econ from $201. – Jan-Mar
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
BOS > Santo Domingo, Dominican Republic: Biz from $522 Econ from $235. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Luqa, Malta: Econ from $375. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Larnaca, Cyprus: Econ from $482. – Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Montego Bay, Jamaica: Biz from $692. Econ from $290. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Colombo, Sri Lanka: Econ from $943. – Aug-Oct (Including Labor Day)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Kralendijk, Caribbean Netherlands: Econ from $473. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Bridgetown, Barbados: Biz from $1000. Econ from $316. – 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.…
BOS > Santo Domingo, Dominican Republic: Biz from $559 Econ from $262. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Praia, Cape Verde: Biz from $2465 Econ from $554. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Willemstad, Curaçao: Biz from $857 Econ from $291. – 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.…
BOS > Grenada, Grenada: Biz from $879. Econ from $399. – 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.…
BOS > Coxen Hole, Honduras: Biz from $1140. Econ from $463. – Feb-Apr
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Punta Cana, Dominican Republic: Biz from $486 Econ from $254. – 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.…
BOS > Heraklion, Greece: Econ from $551. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…