$206 Find Cheap Flights from San Luis Obispo to Caribbean - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals
Booking Insights

KAYAK's insights & trends for San Luis Obispo to Caribbean flights

Get data-powered insights and trends into flights from San Luis Obispo to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from San Luis Obispo to Caribbean?

The cheapest month for flights from San Luis Obispo to Caribbean is October, when tickets cost $0 (return) on average. On the other hand, the most expensive months are April and August, when the average cost of round-trip tickets is $1,225 and $802 respectively.

Good to know

Low season

September

Cheapest flight

$206
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from San Luis Obispo to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from San Luis Obispo to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Luis Obispo to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Luis Obispo to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Luis Obispo to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Luis Obispo to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San Luis Obispo to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Luis Obispo to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San Luis Obispo to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from San Luis Obispo to Caribbean

 
Need help choosing which airline to fly with from San Luis Obispo to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 10285 reviews
7.1Entertainment
8.1Crew
7.7Boarding
7.3Comfort
6.7Food
Airline reviews

Santa Barbara is a super small and easy airport. Breezed through rental car return, breezed through Security, ordered a coffee and muffin and to my gate in less than 30 minutes. Maybe because it was a small airport we got the oldest plane. Hardly any overhead space and absolutely zero internet. Its NFL Sunday man! That hurt.

6.0 GoodCerise, Oct 2026
Read more United Airlines reviews

Santa Barbara is a super small and easy airport. Breezed through rental car return, breezed through Security, ordered a coffee and muffin and to my gate in less than 30 minutes. Maybe because it was a small airport we got the oldest plane. Hardly any overhead space and absolutely zero internet. Its NFL Sunday man! That hurt.

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

overall a very good travel experience - left on time, arrived early. Mostly a smooth flight. Polaris seats were excellent, very good service and nice food with options.

Excellent. I had a medical emergency on flight SNA-ORD and the attendants were very helpful.

Smooth flight, easy boarding process. Made up time in the air with initial delay due to weather pass through

Flight was over two hours late, but they notified us early in the morning. They ended up changing planes the food on board that was extremely mediocre and we were in premier class.

awesome team work seen since on board till off plane in my destination. thanks you so much.

Food was very bad Crew was not so welcoming. Chairs was so uncomfortable

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

Boarding took a long time for a couple of flights. We arrived at our final destination an hour late. Others missed their connecting flight. We had no time to eat between flights. My checked in bag was delayed because it was in another flight. At least they gave us a voucher because of that. The staff was very kind.

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

Flight delayed 6 hours. Would mean I would miss My connections to Glasgow and my reason for going back. AA staff were completely useless in figuring out how to re ok me. My wife 200 miles away was on kayak offering suggestions. Also NO alerts from AA by phone or text about this delay. Just a $12 voucher for compensation. I ended up on BA

Little communication with passengers after sitting over 1 hour for a maintenance issue Then we had to deplane- no crew communication Poor gate information after deplaned WiFi would not connect AT ALL

Had to pay for WiFi, delayed start, and sat on the runway forever.

British Airways canceled our original flight and rebooked us on Air Canada one day later. As a result, we lost one day of our Geneva trip and incurred financial losses for a prepaid hotel night and a day trip that we were unable to use.

On time and stellar premium class service. Not liking non LCD display in seat backs - miss the convenience of not using your own device.

It was my first time flying with Alaska Airlines and it was a pleasure!

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Do a bit better with n first class offer some real food and pillows

It was Christmas and the crew was awesome. And the passengers were patient.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental