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This One’s For The Fellas!

Updated: Mar 20

Hello, CKE Blog Readers!  Rosalyn Cooper here, Founder and Lead Travel Consultant at Social Butterfly Express.   The girls trip blog was a HIT (if you missed it, catch up here), but the guys have spoken, and we can’t leave them out on the fun because they travel too!!  And much like the ladies, planning a group trip can be a challenge! Between work, relationships, kids, families, and coaching, there are a host of obstacles that stand in the way of the dudes in our lives getting time with their squad. Nothing like having your male friends ask you for your assistance to plan a Guys Trip!

Guys Trips tend to be a bit simpler when it comes to planning  because they don’t always care so much about the destination as long as they’re having fun.  I asked some of my dads, married, single, and coach friends for some of the reasons why they look forward to getting away with the fellas.

  1. Get away from everyday stress

  2. Reconnect with old teammates and friends

  3. Sometimes you just need a break from your significant other

  4. Explore new places and create new memories

Now that you have some reasons to go on a fellas trip, the million dollar question is: Where are you headed?. With a fellas trip it can be a combination of domestic, international or sporting events depending on your travel preferences. Some of my favorite destinations for domestic travel include Las Vegas, Miami, Houston, and New Orleans. 

Looking to add passport stamps? Check out Los Cabos, Montego Bay, Cancun, or the Dominican Republic for a tropical trip. Ready to cross some sporting events off your Bucket List? Check out NCAA Men’s Final Four, an NFL experience in another city, or the Masters Golf Tournament.

When picking the destination, keep in mind that the time of year and the number of people traveling can affect your overall rate. Consider the size of your group and the travel preferences of your party when booking your overnight accommodations.  You can choose from hotels, adults-only all-inclusive resorts, or even luxury vacation rentals (I did this with a GREAT group of girls in Belize!  We had an oceanfront villa just for our group and it was a blast!) 

Pro Tip: When deciding on a Sports Travel Event, always book with a Sports Travel Specialist as most of the major sporting events aren’t open for purchase unless you’re working with a Travel Advisor. Plus, when you book with a Sports Travel Specialist packages include hotel accommodations, tailgating, stadium tours, and game tickets.  Hellooooo bonuses!

Let’s take a look at my top domestic and international picks and sporting trip options for the fellas looking to get away!

Neon lights on buildings shining through palm trees


Miami serves as the perfect multiple purpose destination for any fellas trips. Miami gives you many different hotel options to select from, making it easy to satisfy everyone in your party, and stay near all the action! Metropole South Beach Hotel | Home | South Beach Group offers one and two bedroom suites with a private garden pool. Just steps away from Ocean Drive with plenty of restaurants to select from for breakfast, lunch, and dinner. Looking to catch some of your favorite sports games? Clevelander South Beach - South Beach Miami Hotels has you covered. One of the best things about vacationing in Miami is that you can plan a day trip to the Bahamas (but make sure you have your passport with you!). And of course, your Fellas Trip to Miami isn’t complete until you end  your weekend with a bang at Events Mobile — LIV Nightclub at Fontainebleau Miami Events and Tickets.  There is no shortage of amazing things to do in Miami.  Plus, the weather is amazing!  Win-win!

pier going out to hut in the water

Dominican Republic

Punta Cana vacation packages promise extraordinary, all-inclusive resorts and private vacation villas surrounded by glorious beaches and soaring palm trees that reach to the sky! Located on the easten shore of the Dominican Republic, Punta Cana is a real Caribbean gem. Guys tend to lean towards private vacation rentals because there’s usually  a DJ friend that provides the music and a private rental allows you to have private cigar-rum events that you can’t typically get at a resort. 

Breathless Resorts & Spas are hands-down one of my favorite adults-only party resort brands.They have resorts in Los Cabos, Cancun, Punta Cana, and Jamaica.

Sporting Events

Are you and your boys the ultimate sports fans? Take your show on the road by crossing some sporting events off your bucket list. As a Sports Travel Specialist, planning a sporting trip allows me to help guys explore different sports packages that aren’t published to the general public, giving my clients an experience they literally cannot get anywhere else. The Men’s NCAA Final Four weekend is one of the most popular sports packages available. This event happens in a different city every year which is great because if you’re a true basketball fan, you can explore the new city for the weekend. I’ve had guys plan a fall football game, especially if you play fantasy football and everyone might be split on having a favorite team. All sports packages include hotel accommodations, game tickets, tailgating, and in some cases evena tour of the stadium.

Make it easy for everyone!

When planning a large group trip, working with a Travel Consultant will help keep your group organized and keep everyone on task and meeting important deadlines, which could determine whether or not you get to keep your group rate, and whether that one friend (we all have one!) actually makes the trip! I’ve always been the planner amongst my friends, so taking on the responsibility of planning trips as a travel consultant was a no-brainer, and I love helping people plan fun and adventurous trips as the foundation for incredible memories! It is so fun to make excursion recommendations that I know my group travelers will love. My favorite excursions to include on my clients itinerary are ATV riding, ziplining, cigar rolling, rum tours, and a catamaran cruise with snorkeling. Excursions are a great way for you to explore more while doing something different with your squad.

Are you and the fellas ready to start planning your next Guys Trip? Visit to get in touch, and let’s chat about making your ultimate fellas trip a reality!

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Social Butterfly Express specializes in 100% custom travel experiences including destination weddings, honeymoons, bachelor/bachelorette parties, anniversary trips, and more!  Get your custom quote here, and let us help make your travel dreams a reality!



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