Don't plan a trip and hope to find a good deal… Find a good deal that inspires you to take a trip.
  • Travel tips from Joel
  • All trips
  • Where?
    • All International Trips
    • All Domestic Trips
    • Africa
    • Asia
    • Beaches
    • Canada
    • Caribbean
    • Central America
    • Cruises
    • Diving
    • Europe
    • Islands
    • Mexico
    • Middle East
    • South America
    • South Pacific/Oceana
  • How Long?
    • Weekends Only
    • 1-5 days
    • 6-14 days
    • 14+ days
  • When?
    • By Month
      • January
      • February
      • March
      • April
      • May
      • June
      • July
      • August
      • September
      • October
      • November
      • December
    • By School Days Off (and holidays)
      • Fall Break
      • Labor Day Weekend
      • Memorial Day
      • MLK Weekend
      • Presidents Day
      • Spring Break
      • Summer Trips
      • Thanksgiving
      • Weekends Only
      • Winter Break
  • How much?
    • Flights under $150
    • Flight + Hotel: $500pp & under
    • Flight & Hotel: $501 to $700
    • Flight & Hotel: Over $900
  • FAQs
  • Members Help
    • Members Login
    • Members Cancel
TPA > George Town, Cayman Islands: Biz from $410. Econ from $257. – Feb-Apr

TPA > George Town, Cayman Islands: Biz from $410. Econ from $257. – Feb-Apr

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > San Juan, Puerto Rico: Biz from $316. Econ from $158. – Dec-Feb

MCO > San Juan, Puerto Rico: Biz from $316. Econ from $158. – Dec-Feb

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Piarco, Trinidad and Tobago: Biz from $652. Econ from $276. – Mar-May

MCO > Piarco, Trinidad and Tobago: Biz from $652. 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.…

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $791. Econ from $221. – Jan-Mar

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $791. Econ from $221. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Willemstad, Curaçao: Biz from $1233. Econ from $463. – Apr-Jun

MCO > Willemstad, Curaçao: Biz from $1233. Econ from $463. – Apr-Jun

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Montego Bay, Jamaica: Biz from $543. Econ from $240. – Feb-Apr

TPA > Montego Bay, Jamaica: Biz from $543. Econ from $240. – Feb-Apr

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Nassau, The Bahamas: Biz from $660. Econ from $293. – Jan-Mar

TPA > Nassau, The Bahamas: Biz from $660. Econ from $293. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Oranjestad, Aruba: Biz from $572. Econ from $236. – Dec-Feb

MCO > Oranjestad, Aruba: Biz from $572. Econ from $236. – Dec-Feb

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

TPA > Simpson Bay, St. Maarten: Biz from $540. Econ from $239. – Dec-Feb (Including MLK Weekend)

TPA > Simpson Bay, St. Maarten: Biz from $540. Econ from $239. – Dec-Feb (Including MLK Weekend)

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > San Juan, Puerto Rico: Econ from $143. – Nov-Jan

TPA > San Juan, Puerto Rico: Econ from $143. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Kingston, Jamaica: Biz from $614. Econ from $332. – Nov-Jan

TPA > Kingston, Jamaica: Biz from $614. Econ from $332. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Montego Bay, Jamaica: Biz from $668. Econ from $240. – Jan-Mar

TPA > Montego Bay, Jamaica: Biz from $668. Econ from $240. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $625. Econ from $196. – Dec-Feb

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $625. Econ from $196. – Dec-Feb

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Nassau, The Bahamas: Biz from $692. Econ from $280. – Nov-Jan

MCO > Nassau, The Bahamas: Biz from $692. Econ from $280. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > George Town, Cayman Islands: Biz from $463. Econ from $268. – Nov-Jan

MCO > George Town, Cayman Islands: Biz from $463. Econ from $268. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Christiansted, U.S. Virgin Islands: Biz from $775. Econ from $283. – Nov-Jan

TPA > Christiansted, U.S. Virgin Islands: Biz from $775. Econ from $283. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Simpson Bay, St. Maarten: Econ from $275. – Nov-Jan

TPA > Simpson Bay, St. Maarten: Econ from $275. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Oranjestad, Aruba: Biz from $966. Econ from $269. – Nov-Jan

MCO > Oranjestad, Aruba: Biz from $966. Econ from $269. – Nov-Jan

If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

TPA > Montego Bay, Jamaica: Biz from $1001. Econ from $263. – Apr-Jun

TPA > Montego Bay, Jamaica: Biz from $1001. Econ from $263. – Apr-Jun

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Ponce, Puerto Rico: Econ from $139. – Nov-Jan

MCO > Ponce, Puerto Rico: Econ from $139. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > San Juan, Puerto Rico: Econ from $170. – Nov-Jan

TPA > San Juan, Puerto Rico: Econ from $170. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $958.  Econ from $248.  – Jan-Mar

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $958. Econ from $248. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > George Town, Cayman Islands: Biz from $409. Econ from $262. – Nov-Jan

MCO > George Town, Cayman Islands: Biz from $409. Econ from $262. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Montego Bay, Jamaica: Biz from $456. Econ from $240. – Jan-Mar (Presidents day Weekend)

TPA > Montego Bay, Jamaica: Biz from $456. Econ from $240. – 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.…

MCO > Kingston, Jamaica: Biz from $610. Econ from $358. – Nov-Jan

MCO > Kingston, Jamaica: Biz from $610. Econ from $358. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Willemstad, Curaçao: Biz from $961. Econ from $394. – Oct-Dec

MCO > Willemstad, Curaçao: Biz from $961. Econ from $394. – Oct-Dec

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Christiansted, U.S. Virgin Islands: Biz from $436. Econ from $243. – Oct-Dec

TPA > Christiansted, U.S. Virgin Islands: Biz from $436. Econ from $243. – Oct-Dec

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > San Juan, Puerto Rico: Biz from $352. Econ from $189. – Oct-Dec

TPA > San Juan, Puerto Rico: Biz from $352. Econ from $189. – 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.…

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $439. Econ from $163. – Nov-Jan (Including Thanksgiving)

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $439. Econ from $163. – Nov-Jan (Including Thanksgiving)

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Nassau, The Bahamas: Biz from $719. Econ from $295. – Jan-Mar

TPA > Nassau, The Bahamas: Biz from $719. Econ from $295. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Oranjestad, Aruba: Biz from $869. Econ from $327. – Oct-Dec (Including Fall Break)

MCO > Oranjestad, Aruba: Biz from $869. Econ from $327. – Oct-Dec (Including Fall Break) [SOLD OUT]

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

TPA > George Town, Cayman Islands: Biz from $449. Econ from $309. – Nov-Jan

TPA > George Town, Cayman Islands: Biz from $449. Econ from $309. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Punta Cana, Dominican Republic: Biz from $370. Econ from $209. – Sep-Nov (Including Fall Break)

MCO > Punta Cana, Dominican Republic: Biz from $370. Econ from $209. – 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.…

TPA > Montego Bay, Jamaica: Biz from $812. Econ from $240. – Feb-Apr (Including Spring Break)

TPA > Montego Bay, Jamaica: Biz from $812. Econ from $240. – 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.…

TPA > Simpson Bay, St. Maarten: Biz from $817. Econ from $307. – Dec-Feb (Including MLK Weekend)

TPA > Simpson Bay, St. Maarten: Biz from $817. Econ from $307. – Dec-Feb (Including MLK Weekend)

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > San Juan, Puerto Rico: Biz from $454. Econ from $110. – Nov-Jan

TPA > San Juan, Puerto Rico: Biz from $454. Econ from $110. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $548. Econ from $165. – Oct-Dec

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $548. Econ from $165. – Oct-Dec

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Christiansted, U.S. Virgin Islands: Biz from $440. Econ from $238. – Sep-Nov (Including Fall Break)

MCO > Christiansted, U.S. Virgin Islands: Biz from $440. Econ from $238. – 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.…

TPA > George Town, Cayman Islands: Biz from $722. Econ from $311. – Jan-Mar

TPA > George Town, Cayman Islands: Biz from $722. Econ from $311. – Jan-Mar

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Ponce, Puerto Rico: Econ from $118. – Sep-Nov

MCO > Ponce, Puerto Rico: Econ from $118. – 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.…

  • « Previous Page
© 2025 JGOOT – Tampa (Members Only) | Powered by: WordPress