Summer deals can still be had, even as we head into June. Today I noted good pricing to the Caribbean from the west coast in July, with deals from both Los Angeles and San Francisco to Grand Cayman. With a little more searching I also saw good pricing from San Diego and Dallas as well, and a rather expected deal from Miami. These are available in mid to late July as well as pretty much all of August, a good rate for summer break. The west coast deals require dedicated travel days, as even with short layovers I found you’re still going to commit 10+ hours to travel. Then again, that price to the gorgeous beaches and great resorts of Grand Cayman is worth the time.
- San Francisco from $431 (Delta, American/Delta separate tickets)
- San Diego from $436 (JetBlue/American separate tickets)
- Los Angeles from $437 (Delta/JetBlue separate tickets, American)
- Dallas from $474 (American)
- Miami from $212 (American)
Grand Cayman resort by Pixabay user james3214
There are one-off flights at even cheaper prices from San Fran and L.A. but they require very long layovers. I don’t think an 11 hour layover on top of 8 hours of flights is necessarily worth saving $15. Miami prices to the Caribbean are almost always a good price, so getting a deal is pretty common.
These fares are basic economy fares, which includes carry-on but not seat selection. That’s why I excluded United deals from this particular deal, as they would charge you to carry anything larger than your bathing suit. As we get closer to departure dates these prices will undoubtedly rise, so move quickly if you’re interested.
Sample Route
- Departure: San Francisco
- Stops: Charlotte outbound, Atlanta inbound
- Arrival: Grand Cayman
How to Book
- Follow link for sample dates or search your favorite OTA / Google Flights for departure and destination
Travel Dates
- Mid or late July through August 2019
- 7 day stay required
Where to Stay on Grand Cayman
Things to Do on Grand Cayman
Good luck and happy flying!
Points With a Crew has partnered with CardRatings for our coverage of credit card products. Points With a Crew and CardRatings may receive a commission from card issuers. Responses are not provided or commissioned by the bank advertiser. Some or all of the card offers that appear on the website are from advertisers and that compensation may impact on how and where card products appear on the site. Any opinions expressed in this post are my own, and have not been reviewed, approved, or endorsed by my advertising partners and I do not include all card companies, or all available card offers. Terms apply to American Express benefits and offers and other offers and benefits listed on this page. Other links on this page may also pay me a commission - as always, thanks for your support if you use them
User Generated Content Disclosure: Points With a Crew encourages constructive discussions, comments, and questions. Responses are not provided by or commissioned by any bank advertisers. These responses have not been reviewed, approved, or endorsed by the bank advertiser. It is not the responsibility of the bank advertiser to respond to comments.
Dan Miller travels with his wife and 6 (SIX!) children. He loves to help families travel for free / cheap, especially larger families. If you are looking for help, drop him an email at 
Recent Comments