For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Jacksonville, Florida: Econ from $157. – Feb-Apr
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
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 > San Salvador, El Salvador: Biz from $481. Econ from $227. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Sharjah, United Arab Emirates: Econ from $726. – Mar-May (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Managua, Nicaragua: Biz from $467. Econ from $248. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Pedro Sula, Honduras: Biz from $615 Econ from $257. – Mar-May
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 > Los Angeles, California: Econ from $162. – Feb-Apr
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Chennai, India: Econ from $733. – Mar-May
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
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 > Miami, Florida: Biz from $226. Econ from $51. – Feb-Apr (Including Spring Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
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 > Cancun, Mexico: Biz from $473. Econ from $245. – Mar-May
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Fort Lauderdale, Florida: Biz from $272. Econ from $64. – Mar-May
Have you ever booked a cruise only to find out that the flight to get there was going to be…
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 > Rabat, Morocco: Econ from $415. – 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…
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 > Guatemala City, Guatemala: Biz from $517. Econ from $216. – 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 > West Palm Beach, Florida: Econ from $117. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
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 > Belize City, Belize: Biz from $614. Econ from $321. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Fort Myers, Florida: Biz from $355. Econ from $97. – Feb-Apr (Including Spring Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Nassau, The Bahamas: Biz from $646. Econ from $299. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Funchal, Portugal: Econ from $442. – Feb-Apr (Including Spring Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Dubai, United Arab Emirates: Econ from $565. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Myrtle Beach, South Carolina: Biz from $284. Econ from $74. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
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 > Liberia, Costa Rica: Biz from $1033. Econ from $334. – Mar-May (Including Spring Break)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
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 > Auckland, New Zealand: Econ from $721. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > San Salvador, El Salvador: Biz from $600 Econ from $233. – 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 > 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 > Cape Town, South Africa: Biz from $3224. Econ from $822. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
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…