Want A Beachy Vacation but I only have Southwest Points

Quote from chris2k5 : I got 50k Southwest RR points from their Chase card promo and now I am looking for a vacation. I want to go somewhere with beaches to relax and explore. As most of you know, Southwest only travels WITHIN the US... Do you guys recommend I use the Southwest points to fly to lets say, Los Angeles and then buy a ticket out of pocket from LA to Honolulu? Are there cheaper cities that go to Hawaii or etc?

Where are you from to begin with? I mean, you can go to San Diego and chillax there. You can go to Miami and enjoy the beach there as well. As others have said, you can sometimes get good cheap flights to the Caribbean -- but you can fly to Puerto Rico from New York for the same $260 or less that someone quoted from Miami. In fact, you can get almost anywhere in the Caribbean from NY for $260 or less. You could try a more central American/South American type location. You could fly to Miami and then catch a flight to Colombia or Costa Rica from there (though, again, Jet Blue flies both places from New York pretty cheaply). You could also try Houston -- I flew to Honduras from New York anc connected both ways through Houston. I only paid $242 round trip from New York to San Pedro Sula -- it certainly could have been even cheaper from Houston. I flew to San Pedro Sula and then to the bus to La Ceiba and the ferry to Roatan Island -- much cheaper than flying directly to Roatan and I prefer to get a slightly more authentic feel for a country by flying into a lesser-known airport and taking a bus now and then.

Of course, all that said, you don't have to leave the US to have a good beach. Florida certainly has some good ones as does California. I think if I were you I might fly to San Francisco, rent a cheap car, and drive down Route 1.

Just some thoughts.