IND> Punta Cana, Dominican Republic: $390 round-trip- Aug-Oct

IND > Punta Cana, Dominican Republic: $390 round-trip- Aug-Oct

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IND> Montego Bay, Jamaica: $410 round-trip- Aug-Oct

IND > Montego Bay, Jamaica: $410 round-trip- Aug-Oct

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IND> Saint Thomas Island, U.S. Virgin Islands: $417 round-trip- Jun-Aug (Including Summer Break)

IND > Saint Thomas Island, U.S. Virgin Islands: $417 round-trip- Jun-Aug (Including Summer Break)

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IND> San Juan, Puerto Rico: $296 round-trip- Aug-Oct

IND > San Juan, Puerto Rico: $296 round-trip- Aug-Oct

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IND> Willemstad, Curaçao: $657 round-trip- Dec-Feb

IND > Willemstad, Curaçao: $657 round-trip- Dec-Feb

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IND> Kingston, Jamaica: $416 round-trip- Aug-Oct

IND > Kingston, Jamaica: $416 round-trip- Aug-Oct

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IND> Santo Domingo, Dominican Republic: $366 round-trip- Aug-Oct

IND > Santo Domingo, Dominican Republic: $366 round-trip- Aug-Oct

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IND> George Town, Cayman Islands: $470 round-trip- Feb-Apr

IND > George Town, Cayman Islands: $470 round-trip- Feb-Apr

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IND> Piarco, Trinidad and Tobago: $483 round-trip- Feb-Apr (Including Spring Break)

IND > Piarco, Trinidad and Tobago: $483 round-trip- Feb-Apr (Including Spring Break)

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IND> Montego Bay, Jamaica: $410 round-trip- Jul-Sep (Including Summer Break)

IND > Montego Bay, Jamaica: $410 round-trip- Jul-Sep (Including Summer Break)

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IND> Saint Thomas Island, U.S. Virgin Islands: $404 round-trip- Jun-Aug (Including Summer Break)

IND > Saint Thomas Island, U.S. Virgin Islands: $404 round-trip- Jun-Aug (Including Summer Break)

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IND> San Juan, Puerto Rico: $324 round-trip- Aug-Oct

IND > San Juan, Puerto Rico: $324 round-trip- Aug-Oct

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IND> Oranjestad, Aruba: $377 round-trip- Aug-Oct

IND > Oranjestad, Aruba: $377 round-trip- Aug-Oct

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IND> Providenciales, Turks and Caicos Islands: $305 round-trip- Aug-Oct

IND > Providenciales, Turks and Caicos Islands: $305 round-trip- Aug-Oct

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IND> Kingston, Jamaica: $377 round-trip- Aug-Oct

IND > Kingston, Jamaica: $377 round-trip- Aug-Oct

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IND> George Town, Cayman Islands: $353 round-trip- Aug-Oct

IND > George Town, Cayman Islands: $353 round-trip- Aug-Oct

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IND> Nassau, The Bahamas: $330 round-trip- Sep-Nov (Including Fall Break)

IND > Nassau, The Bahamas: $330 round-trip- Sep-Nov (Including Fall Break)

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IND> Montego Bay, Jamaica: $410 round-trip- Aug-Oct

IND > Montego Bay, Jamaica: $410 round-trip- Aug-Oct

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IND> Saint Thomas Island, U.S. Virgin Islands: $411 round-trip- Jun-Aug (Including Summer Break)

IND > Saint Thomas Island, U.S. Virgin Islands: $411 round-trip- Jun-Aug (Including Summer Break)

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IND> Providenciales, Turks and Caicos Islands: $387 round-trip- Jun-Aug (Including Summer Break)

IND > Providenciales, Turks and Caicos Islands: $387 round-trip- Jun-Aug (Including Summer Break)

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…...

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IND> Kingston, Jamaica: $393 round-trip- May-Jul (Including Summer Break)

IND > Kingston, Jamaica: $393 round-trip- May-Jul (Including Summer Break)

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IND> San Juan, Puerto Rico: $354 round-trip- Dec-Feb

IND > San Juan, Puerto Rico: $354 round-trip- Dec-Feb

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IND> Oranjestad, Aruba: $460 round-trip- Sep-Nov (Including Fall Break)

IND > Oranjestad, Aruba: $460 round-trip- Sep-Nov (Including Fall Break)

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…...

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IND> George Town, Cayman Islands: $351 round-trip- Sep-Nov

IND > George Town, Cayman Islands: $351 round-trip- Sep-Nov

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IND> Nassau, The Bahamas: $327 round-trip- Oct-Dec

IND > Nassau, The Bahamas: $327 round-trip- Oct-Dec

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IND> Montego Bay, Jamaica: $449 round-trip- Aug-Oct

IND > Montego Bay, Jamaica: $449 round-trip- Aug-Oct

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IND> Piarco, Trinidad and Tobago: $534 round-trip- Aug-Oct

IND > Piarco, Trinidad and Tobago: $534 round-trip- Aug-Oct

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IND> Saint Thomas Island, U.S. Virgin Islands: $446 round-trip- Jul-Sep

IND > Saint Thomas Island, U.S. Virgin Islands: $446 round-trip- Jul-Sep

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IND> Providenciales, Turks and Caicos Islands: $386 round-trip- Oct-Dec

IND > Providenciales, Turks and Caicos Islands: $386 round-trip- Oct-Dec

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…...

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IAH > San Juan, Puerto Rico: $227 round-trip – Aug-Oct

* There only appear to be a few seats at this price and availability is spotty. It will take a little digging to find dates other than the dates I found, but at this price, it’s well worth digging for. Houston to San Juan, Puerto Rico: 6 night trip. (B...

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IND> Kingston, Jamaica: $446 round-trip- Aug-Oct

IND > Kingston, Jamaica: $446 round-trip- Aug-Oct

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IND> San Juan, Puerto Rico: $343 round-trip- Aug-Oct

IND > San Juan, Puerto Rico: $343 round-trip – Aug-Oct (Including Labor Day)

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IND> George Town, Cayman Islands: $460 round-trip- Oct-Dec

IND > George Town, Cayman Islands: $460 round-trip- Oct-Dec

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IND> Christiansted, U.S. Virgin Islands: $468 round-trip- May-Jul (Including Summer Break)

IND > Christiansted, U.S. Virgin Islands: $468 round-trip- May-Jul (Including Summer Break)

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IND> Kralendijk, Caribbean Netherlands: $645 round-trip- Jun-Aug (Including Summer Break)

IND > Kralendijk, Caribbean Netherlands: $645 round-trip- Jun-Aug (Including Summer Break)

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IND> Saint Thomas Island, U.S. Virgin Islands: $374 round-trip- Apr-Jun (Including Summer Break)

IND > Saint Thomas Island, U.S. Virgin Islands: $374 round-trip- Apr-Jun (Including Summer Break)

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IND> Providenciales, Turks and Caicos Islands: $381 round-trip- Sep-Nov

IND > Providenciales, Turks and Caicos Islands: $381 round-trip- Sep-Nov

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…...

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IND> Montego Bay, Jamaica: $440 round-trip- May-Jul (Including Summer Break)

IND > Montego Bay, Jamaica: $440 round-trip- May-Jul (Including Summer Break)

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IND> Oranjestad, Aruba: $450 round-trip- Apr-Jun

IND > Oranjestad, Aruba: $450 round-trip- Apr-Jun

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…...

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IND> Santo Domingo, Dominican Republic: $350 round-trip – Apr-Jun

IND > Santo Domingo, Dominican Republic: $350 round-trip – Apr-Jun

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