Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > Hamilton, Bermuda: Econ from $356. – Jul-Sep (Including Summer Break) [SOLD OUT]
Years ago, we had a family reunion in Bermuda. Of all of the islands I’ve been to, Bermuda is one…
IND > Santo Domingo, Dominican Republic: Econ from $288. – Jul-Sep (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Mykonos, Greece: Econ from $837. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Key West, Florida: Econ from $112. – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Providenciales, Turks and Caicos Islands: Econ from $384. – Sep-Nov (Including Fall Break) [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Nadi, Fiji: Econ from $961. – Oct-Dec [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Honolulu, Hawaii: Econ from $520. – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Port Au Prince, Haiti: Econ from $373. – Jul-Sep [SOLD OUT]
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 $1,199 Econ from $337. – Jul-Sep (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $519. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Nassau, The Bahamas: Econ from $310. – Jul-Sep (Including Summer Break) [SOLD OUT]
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 $520. – Aug-Oct [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Kingston, Jamaica: Biz from $1,102 Econ from $412. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Cozumel, Mexico: Biz from $1,014 Econ from $412. – Oct-Dec [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
IND > Oranjestad, Aruba: Econ from $431. – Aug-Oct [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
IND > Kahului, Hawaii: Econ from $426. – Nov-Jan [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Saint Thomas Island, U.S. Virgin Islands: Econ from $397. – Jun-Aug (Including Summer Break) [SOLD OUT]
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 $1,197 Econ from $458. – 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.…
IND > Montego Bay, Jamaica: Biz from $1,191 Econ from $376. – 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.…
IND > Mykonos, Greece: Econ from $909. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > San Juan, Puerto Rico: Biz from $672 Econ from $226. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santo Domingo, Dominican Republic: Econ from $314. – Jun-Aug (Including Summer Break) [SOLD OUT]
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: Econ from $383. – Jun-Aug (Including Summer Break) [SOLD OUT]
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 $457. – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > San Juan, Puerto Rico: Biz from $672 Econ from $229. – Aug-Oct (Including Labor Day) [SOLD OUT]
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: Econ from $286. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Thera, Greece: Econ from $942. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Providenciales, Turks and Caicos Islands: Econ from $388. – Sep-Nov (Including Fall Break) [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Kingston, Jamaica: Biz from $1,131 Econ from $462. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $425. – Aug-Oct [SOLD OUT]
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
IND > Nassau, The Bahamas: Econ from $339. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Pointe La Rue, Seychelles: Econ from $1176. – Jan-Mar (Including President’s 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 > Saint Thomas Island, U.S. Virgin Islands: Econ from $404. – Oct-Dec [SOLD OUT]
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 $984 Econ from $461. – Sep-Nov (Including Fall Break) [SOLD OUT]
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 $1,191 Econ from $316. – May-Jul (Including Summer Break) [SOLD OUT]
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 $431. – Sep-Nov [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Nadi, Fiji: Econ from $758. – Oct-Dec [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Kralendijk, Caribbean Netherlands: Biz from $1,673 Econ from $748. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santo Domingo, Dominican Republic: Econ from $342. – Jun-Aug (Including Fourth of July and Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…