Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Simpson Bay, St. Maarten: Econ from $427. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > George Town, Cayman Islands: Biz from $1,002 Econ from $457. – 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.…
IND > Christiansted, U.S. Virgin Islands: Biz from $1,135 Econ from $464. – Jul-Sep (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Providenciales, Turks and Caicos Islands: Biz from $921 Econ from $461. – Jun-Aug (Including Summer Break)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,001 Econ from $362. – Jun-Aug (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > San Juan, Puerto Rico: Biz from $756 Econ from $194. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Nassau, The Bahamas: Biz from $710 Econ from $378. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Nadi, Fiji: Econ from $1163. – Aug-Oct (Including Labor Day)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Christchurch, New Zealand: Econ from $1174. – Jan-Mar (Presidents day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Honolulu, Hawaii: Econ from $534. – Aug-Oct
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Oranjestad, Aruba: Biz from $1,042 Econ from $391. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Lihue, Hawaii: Econ from $549. – Aug-Oct
* This is a “fare dump” with a few alternate dates available.
IND > Kahului, Hawaii: Econ from $578. – May-Jul (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Willemstad, Curaçao: Econ from $618. – 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.…
IND > Kailua Kona, Hawaii: Econ from $548. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Kingston, Jamaica: Biz from $1,129 Econ from $491. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Montego Bay, Jamaica: Biz from $908 Econ from $352.- Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santiago de los Caballeros, Dominican Republic: Biz from $946 Econ from $379. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > George Town, Cayman Islands: Econ from $461. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Christiansted, U.S. Virgin Islands: Biz from $1,101 Econ from $326.- Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santiago de los Caballeros, Dominican Republic: Biz from $911 Econ from $352. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Punta Cana, Dominican Republic: Biz from $548 Econ from $311. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $619 Econ from $300. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > San Juan, Puerto Rico: Biz from $462 Econ from $186. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Nadi, Fiji: Econ from $1011. – May-Jul (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Lihue, Hawaii: Econ from $494. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Kralendijk, Caribbean Netherlands: Biz from $1,358 Econ from $670. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Honolulu, Hawaii: Econ from $494. – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Simpson Bay, St. Maarten: Biz from $579 Econ from $276. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Heraklion, Greece: Econ from $1010. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Oranjestad, Aruba: Econ from $441. – Jun-Aug (Including Summer Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
IND > Kingston, Jamaica: Econ from $485. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kahului, Hawaii: Econ from $500. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Montego Bay, Jamaica: Biz from $960 Econ from $352. – 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.…
IND > Kailua Kona, Hawaii: Econ from $534. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Christiansted, U.S. Virgin Islands: Biz from $756 Econ from $260. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > San Juan, Puerto Rico: Biz from $549 Econ from $196. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Punta Cana, Dominican Republic: Biz from $939 Econ from $272. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $638 Econ from $280. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…