Cabo San Lucas Vacation: Things to Do & What to Wear

Must-See Sights & Styles for a Cabo Getaway 

If you’ve followed me for a while, you know that Cabo San Lucas is my favorite destination and my true happy place! We’ve been traveling to Cabo for years and love it so much we purchased a villa in 2020. Over the years we’ve gathered quite the list of favorite restaurants, attractions, resorts, and more. I receive lots of questions about where to eat and what to do when in Cabo, so I thought it was time to finally put them all into one blog post! Below you’ll find some of my Cabo favorites, along with coordinating outfits for each location to help guide your packing list! Tiffy Tip: don’t forget to pack your Amazon travel ring! Whether it’s your first time or a frequent visitor to Cabo, make sure to add these to your itinerary! As always, feel free to reach out to me or drop a comment at the bottom of this blog with any questions! I’d also love to hear your Cabo favorites!

See something you love? Simply click the ‘+’ button to shop! Make sure to scroll to the ‘Shop the Post’ section at the bottom of this blog for more resort style.

Where To Stay

Over the years we’ve stayed at a variety of resorts in Cabo, but Las Ventanas al Paraíso is hands down our favorite. We actually were married at this fabulous resort in 2011 and purchased a residence on-property in 2020. The service, serenity, and dining experiences are truly unlike anything I’ve ever experienced. I simply cannot recommend this bucket list destination enough!

A few other recommended places that we’ve stayed at or have been recommended by friends: One&Only Palmilla, Waldorf Astoria, EsperanzaChileno Bay, The Hilton, and Grand Solmar.

Photo courtesy of HKS Architects 

What To Do

There’s no shortage of fun things to do when in Cabo! While my ideal itinerary is typically full of days spent relaxing by the pool, I thought I would share a few things we’ve done and loved in the past!

Hat Shopping at Corazon Playero

This is truly a Cabo MUST! When we have guests visiting, we always make a point to go custom hat shopping at Corazon Playero. Exploring the fabulous designs and adding your own personal touch is such a fun and memorable experience! Make sure to book ahead! They often have pop-up shops in local resorts so check with your concierge. 20% off this bracelet with code TIFFANY20.

Photo courtesy of Corazon Playero

Boat Day to The Arch and Whale Watching

Cabo is famous for the beautiful Arch of Cabo San Lucas! So beautiful in photographs but nothing beats the beauty of seeing it up close. While you’re there make sure to keep an eye out for whales on the horizon during whale season (early December to mid-April). We took this excursion years ago, and it’s still such a beautiful memory.

Photo courtesy of Cabo Adventures

Pool Day

As mentioned above, my ideal day in Cabo is spent with friends and family at the resort pool. No pool day is complete without a chic swimwear look (more poolside style here). Pssst… the sun is intense, so don’t forget your sunscreen and sun hat!

Photo courtesy of Rosewood Hotels

Where To Dine

There are so many phenomenal dining experiences in Cabo, I had the most difficult time limiting it to highlighting just a few. A few more honorable mention favorites below:

Acre, Alebrije, Zenna Los Cabos, Bar Esquina, El Huerto, Nobu

Lunch at Flora Farms

I think most people who have been to Cabo would recommend lunch at Flora Farms Field Kitchen. It’s a true farm to table restaurant with the most amazing ambiance and fresh foods. Disclaimer… it’s a bit off the beaten path, so keep that in mind if you’re prone to getting carsick!

Photo courtesy of Flora Farms

Dinner at Edith’s

Edith’s has been on our Cabo itinerary every trip for the past 15 plus years. We even had our rehearsal dinner there in 2011, so it holds a very special place in my heart! SUCH a fun and festive atmosphere that exudes Cabo tradition. The food is amazing, we love the tableside caesar salad and the Tampiquena with Center Cut Beef Filet is the perfect meal to split. 20% off this fabulous bracelet with code TIFFANY20.

Photo courtesy of Edith’s

Dinner at Arbol

Arbol is hands down my favorite restaurant in Cabo. Located at Las Ventanas, the decor and ambiance is second to none with exquisite food and drinks. The cuisine is described as Asian Style Coastal, there is something on the menu for everyone. I highly recommend the Spring Rolls, Lobster Fried Rice, and Wagyu Beef Stir Fry. Tiffy Tip: We always order a few dishes family style so we can enjoy a little bit of everything!

Photo courtesy of Travel Away

 A Night Cap at La Botica Speakeasy

La Botica Speakeasy is the most unique and amazing place for a night cap! It truly feels like you’re stepping into a time capsule and going back to the 20’s. Some nights they have an immaculate live show, so make sure to get there early! My daughter loves the Espresso Martini and we all love stopping at the food trucks for an incredible gourmet hot dog or beef slider on our way out.

Photo courtesy of InMexico

Dinner at El Farallon

Nestled on the side of a cliff, El Farallon is truly a bucket list dining experience. Enjoy a glass of bubbles at the Champagne Terrace before an incredible fine dining experience while overlooking the most beautiful ocean-side view in Cabo. Definitely on the pricier side, but a great ‘special occasion’ dinner. Tiffy Tip: Make sure to bring a wrap as it gets chilly.

Photo courtesy of Tripadvisor


A few places to shop for fabulous swimwear and resort wear!

Allie+Bess, Corazon Playero, Everything But Water, Farm Rio, J.Crew, Lack of Color, Lulus, Montce, Mytheresa, Neiman Marcus, Nordstrom, Revolve, SAME Los Angeles, Saks Fifth Avenue, Saks Off 5th, SANDRO, San Diego Hat, Shopbop, Sunglass Hut, Vitamin A

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