This guide to the best beach vacations is based on our personal, firsthand experience during several trips to warm weather vacation destinations from around the world. We have visited each location several times, learning more with each new adventure.
Cancun, Maui and St John are among our favorites. However, we absolutely fell in love with Costa Rica after our third trip and decided to leave sunny San Diego and move to Costa Rica's Guanacaste's province and the beach town of Playa Flamingo. We have dedicated a separate website documenting our research, planning and transition to the land of Pura Vida. Costa Rica will also allow us quicker access to new vacation destinations in the Caribbean and South America, so stay tuned for more.
Through our travels to a new destination, the first trip is always a learning experience. We made some good choices, and most certainly there were those places that got categorized as mistakes and we will never want to experience again. It usually takes several vacations to the same destination to feel comfortable driving without a map or GPS, identifying those favorite restaurants, knowing when the best time of the year is to visit and finding the best hotel or resort.
We hope that you find this website useful and will learn from our many mistakes and enjoy some of our favorite experiences.
Maui Hawaii is one of the best beach vacation destinations for the entire family. Follow my guide about selecting the part of the island that is best suited for you. You can get sun, wind or stay in a rain forest. Learn the best spots and activities for your lifestyle. While the weather is great year round, there are better times to visit than others. I will explain the best luxury resorts, great shopping areas and the best restaurants on the island. There is a wide variety of adventures and things to do, from visiting the top of the 10,000+ foot Haleakala volcano, to the rain forests along the drive to Hana, Maui has something for everyone.
Cancun is definitely one the most relaxing and enjoyable beach vacations that we have experienced. We have taken approximately 10 vacations to Cancun over the last 12 or so years.
Enjoy the beautiful beaches with talcum powder white sand and warm water all year long. Cancun offers numerous high end luxury resorts and great restaurants. Cancun is also a great place to take the entire family and offers several day parks within a 90 minute drive.
There are definitely times of the year to avoid Cancun due to weather and the threat of hurricanes and/or large crowds that gather during spring break. Learn all about the best time to visit.
I have been to St John US Virgin Islands three times and have loved every trip. If you are looking for gorgeous, uncrowded, secluded beaches with crystal clear water, this is one of the best beach vacation destinations in the world.
Due to the relatively small size of the island, with two-thirds of it deemed as a US national park, most of the accommodations are luxury resorts versus your standard hotel chain therefore it is an expensive place to vacation, but worth every penny.
For us, being from San Diego, it is a pretty long journey, but well worth the time investment. Travel from the east coast is much quicker but still a good 4 hour flight from Atlanta.
I will show you the best beaches, snorkeling and diving areas plus suggestions for how to get around. Learn all about the best time to visit, check out the current weather conditions and 7 day forecast plus take a live look with one of several streaming webcam feeds.
Catalina Island, located about 25 miles off the Los Angeles coast, might not be for everybody, but it is like you left the busy world behind you. This is a great day trip or 3 day vacation destination for people looking to unplug and kick back. Like most Southern California destinations, the weather is beautiful and there are some really fun things to do. Being an island there are only two ways to get there, by ferry or fly. I will share the best of what I have learned during my trips.
Caribbean Cruise - Follow me on a seven day Princess Cruise, aboard the Ruby Princess as we depart Ft Lauderdale, Florida and visit Princess Cays in the Bahamas, St Marteen, St Thomas and Grand Turk. We departed in February and the weather was absolutely amazing, not too hot, very little rain and very smooth seas, making it perfect for the adventures that we went on. Read about our trip and see the beauty that each island has to offer.
San Diego, deemed as America’s finest
city, is a great place to spend the day or a week. Being a San Diego native, I know
all the sites and attractions within the city and county. San Diego is the only place that I know of where you can surf in the
morning, play in the snow on a 7000 foot mountain in the afternoon and end up
in the desert in brilliant 80 degree sunshine. However, the weather is better at certain times of the year, especially along the coast. From the Hotel Del Coronado to the vacation resorts of La Jolla and Del Mar, San Diego is known as a destination for the best beach vacations for the entire family.
Laguna Beach, nestled in the tranquility of rolling hills, overlooking the Pacific. This is a beautiful beach community that is separated from the rest of Southern California with barely a hint that you are anywhere close to two of the largest cities in the United States, Los Angeles and San Diego. Perfect weather combined with small beach city atmosphere, make this one of the best beach vacations to enjoy a full week or weekend getaway. Visit one the great restaurants perched on cliffs, high above the Pacific, and enjoy that perfect sunset dinner.
Costa Rica is one of the most diverse and beautiful countries that you will find in the world. From towering volcanoes, lush tropical rain forests and uncrowded pristine beaches, this country has it all, including wonderful people and a climate for everyone.
You can live in the temperate hills of the central valley without any heating or air conditioning, or next to some of the most beautiful and uncrowded beaches in the world, located in the Pacific Northwest province of Guanacaste. With twenty five percent of the land protected as national parks, several active volcanoes and some of the best fishing in the world, Costa Rica is an outdoor lover's paradise.
The Island of Key West in just over 4 square miles in size and is the last island at the end of the Florida Keys. This is a favorite vacation spot for those looking to get away from the big city and traffic, yet still relatively close to mainland Florida and Miami. Learn all about this fun town
May Weather Averages
May Weather Outlook
Prime season in the Caribbean is over but the hottest part of the year has not arrived yet so there are still some great days. This includes Cancun, St John, Miami, Nassau and Key West. Hurricane season starts next month and temperatures and humidity rise. San Diego, Catalina and Laguna Beach enter the two cloudiest months of the year - May gray and June gloom but there will still be beautiful days - just less of them than normal. This is a great time to visit Maui before the crowds hit in June.
My May Favorite
My May favorite is Maui. Days and nights are nice and the rainy season is over. There will still be an occasional soothing shower.