The Fives Beach Hotel & Residences

Wedding Day

Our Wedding

Ben and Whitney met through mutual friends at a wedding in September 2022. Ben had just moved to Des Moines so the couple thought that they would go on a few fun dates and that would be it. After a few fun dates, they realized there was more to this love story. Long distance became their normal relationship as they took turns driving back and forth each weekend. After a several months of long distance, Ben met the kids. It was at this point, the couple had figured out their forever story. After two and a half years, Ben was able to transfer his job and moved back home to Nebraska in December 2024.

How It All Began

Ben and Whitney planned a trip to Vieques, Puerto Rico for Whitney's 40th birthday. As they were planning this trip, Ben was planning something special as well. Ben secretly went ring shopping 3 months prior to the special vacation. He found the perfect ring and had the jewelry store save the ring in their safe so Whitney wouldn't know. Flying to Vieques, Ben had the ring in his backpack. Several layovers and a small puddle jumper plane ride, they were finally at the beach house. What a better way to end the long day of flying than a sunset picture! Ben was begging for Whitney to take a picture; she was not having it. After some convincing, Ben got Whitney outside and was able to sneak down on one knee and she said YES!

The Engagement

Our Story

Dylan is my beautiful 17-year-old daughter, but more than that, she is my best friend. Dylan is a senior at Millard West high school and will be attending college next fall. Her kindness and empathy go far beyond her years, and she has a natural ability to make everyone around her feel seen and loved. She’s smart, witty, and somehow manages to be both the calm in my chaos and the sass in my step.  I couldn’t imagine saying “I do” without her right by my side – mostly because she’d never let me live it down. It means the world to me to have her stand beside me – not just as my daughter and the pride of my life, but as my greatest support and most treasured companion. 

Dylan Chessareck

Annie is my younger sister. She lives in Minneapolis with her husband Nolan and their two sweet boys, Luther and Murray. We are only 17 months apart, so we’ve shared just about everything. Annie has been my built-in best friend for forty years, and my voice of reason since I could talk (and let’s be honest, probably before that too). Annie is the one who knows how to push all the right buttons – in the best (and occasionally psychotic) way by constantly challenging me to step out of my comfort zone, especially when it comes to fitness and travel, where she somehow convinces me to do things I swore I couldn’t.  Annie is a modern-day Dora the Explorer and works with world refugees. Her compassion and heart for others inspire me daily. Our daily phone calls are one of the best parts of my life, and I’m so grateful for her constant support, wisdom, and unconditional love. These days, our time together is filled with family, kids, and the kind of sisterhood that only grows deeper with time.

Annie Nolte-Henning

Ashley is my older sister and one of my lifelong constants.  She’s a proud helicopter mom -in the very best way – to Will and lives in Omaha with her significant other Zac. She works at the Buffett Cancer Center, where her strength and care shine every day.  We’ve been through everything together, the good and the hard, and I’m endlessly grateful for the bond we share.  We live close by, which means lots of sister time – usually involving her teaching me about plants while I help her Google things (tech isn’t exactly her thing). We’ve been through so much together, and because we’ve struggled with some of the same things, we have a deep understanding of each other. When times get tough, we’re each other’s fiercest defenders. 

Ashley Nolte

Jenna lives in Rogers, Arkansas with her husband Ryan and their son Bryce.  Jenna and I met through our mutual friend Datrus when we were just 14, and we’ve been close ever since – 26 years of friendship and counting!  We spent our high school summers together and have kept the tradition going with trips back and forth between Nebraska and Arkansas.  Jenna is a true southern belle – gracious, warm, and always ready with a home-cooked meal when we’re together.  She’s also a superstar realtor by day and my late-night FaceTime partner by night.  Some of our favorite memories are made on a dock by the lake and catching up like no time has passed.

Jenna Gill

Emi lives in Omaha with her husband Jeremy. Emi and I met on the very first day of college at Northwest Missouri State University and have been inseparable for the past 23 years. She’s the kind of friend who can light up any room – usually with laughter, often thanks to her wonderfully ditzy charm (the lovable kind that makes every moment more fun!).  Beyond the jokes and joy, Emi is also an incredible nurse practitioner with a heart as big as her sense of humor.  She is the friend who sends a “how are you?” text frequently and prioritizes tons of friends and family and all their special moments. 

Emi Wilhelm

Megan lives in Omaha with her husband Dan. Megan and I met on the very first day of college, and 23 years later, she’s still one of my closest friends. She’s the life of every party and usually the one planning it, too! Megan has a gift of bringing people together and making sure everyone feels included and celebrated. She’s fun, full of energy, and somehow manages to juggle two jobs, a passion for fitness, her pets, golf, and travel – while still being the friend who always checks in. 

Megan Range

Lexi lives in Omaha with her husband Zac. Lexi and I met through mutual friends nine years ago, and little did I know then that her wedding would change my life – because it’s where I met Ben! We were both in her wedding party, and the rest is history.  Lexi is a transplant coordinator at the Mayo Clinic, and somehow still finds time for spontaneous, chaotic fun (which is our specialty).  From vacations to concerts, random rodeos to county fairs, there’s never a dull moment with her. These days, our hangouts include game nights with our husbands, cards, darts, and foosball – but no matter what we’re doing, it’s always a blast. 

Alexis Munford

Datrus lives in Las Vegas with her significant other Travis. Datrus and I met just before high school in Murray NE, and 27 years later, she’s still one of my closest and most loyal friends.  Even with 2,000 miles between us, we’ve always prioritized staying close, proving that distance means nothing when the friendship runs deep. We’ve had an ongoing group chat with our high school crew for over 20 years (yes, really!) and even have plans in place if anything ever happens to one of us – because that’s just the kind of bond we have.  We grew up together, shared family memories, and shifted from club nights to cozy catchups without missing a beat.

Datrus Folmer

Ben’s dad—his greatest supporter and closest friend—will have the honor of standing by his side. Throughout Ben’s life, Pops has been a steady source of guidance, someone he’s leaned on for advice during both the highs and lows. Their bond has been shaped over the years through parenting, fishing trips, sports, and countless late-night conversations shared over a few cocktails. As a role model, Pops has inspired Ben in his journey to be a devoted husband, a loving father, and a good man. There’s truly no one more fitting to stand beside him on the most important day of his life.

Rick Lester

Zach and Ben have been close friends for over 15 years, ever since they were introduced by a mutual friend. Their friendship has taken many forms—roommates, coworkers, teammates—and there’s never a dull moment when they’re together. Zach played a big role in sparking Ben’s love for golf, a passion they continue to share. He was also Ben’s go-to concert buddy—until Whitney came along. Fittingly, Zach married Lexi, one of Whitney’s friends, making them the perfect double-date crew for concerts and more good times ahead.

Zach Munford

Ben met Greg while bartending and managing a college bar in Lincoln. Some nights, Greg even helped clear the place out—often by serenading the crowd with an unforgettable rendition of Tenacious D karaoke. Over time, Greg became the big brother Ben never had. They've shared countless great memories, but one of the most meaningful for Ben was when Greg asked him to be the godfather of his first daughter, Vale.

Greg Holt

Eloy and Ben became friends right out of college while working together in the bar industry. During their time in Lincoln, Eloy was roommates with both Zach and Ben, and the trio made plenty of unforgettable memories. From traveling to Husker away games to somehow convincing Iowa fans to sneak in their alcohol (so they wouldn’t get caught), the adventures were nonstop. And if you’ve never had an Incredible Hulk shot—just find Eloy. Buckle up, because you're in for a ride.

Eloy De La O

Jake met Ben about 15 years ago during a state games flag football tournament. What began with some friendly smack talk—and Ben earning the nickname “Ben Lester, 2nd Place”—turned into a lifelong friendship. Everyone needs a Jake Mueller in their life: he’s the guy who knows how to get the party started and is almost always the biggest presence on the dance floor. Here’s to making many more memories together—cheers to you, “Darvantes Moose Christmas!”

Jake Mueller

 Ben and Coltin became friends through Coltin’s older brother, Jake. Over the years, countless late-night dart games and karaoke sessions laid the foundation for a friendship that will no doubt last a lifetime. As die-hard Packers fans, they’ve spent plenty of Sundays cheering on the green and gold together. Next stop: Green Bay! Go Pack Go!

Coltin Mueller

Bob and Ben met through Greg over a decade ago and have been great friends ever since. Bob is always up for a game of darts or grabbing a beer to watch the game. Many Sundays were spent at Clancy’s, bonding over sports—and commiserating as their NFL teams found new ways to lose. Here’s to the day they both walk away winners—whether it’s their teams or a lucky Keno ticket. B-O-B!

Bob Weidman

Jeremy is married to our bridesmaid Emi, and from the moment they started dating, he quickly became one of the crew.  He’s always been someone we can individually count on – for wisdom, laughter, and thoughtful advice. Jeremy was even part of the engagement ring planning, helping Ben behind the scenes before the big moment! He is a true man of God, and we couldn’t imagine anyone more meaningful or genuine to stand with us and lead our ceremony.

Jeremy Wilhelm

Landon is my son, my firstborn, and the one who made me a mom at a young age. We’ve truly grown up together, learning, stumbling, and growing side by side. Landon is incredibly smart, kind, and endlessly curious about the world – qualities that have led him to study history in college and chase knowledge wherever it takes him.  For many years, Landon has been the man of the house, stepping into that role with quiet strength and love. Now, he’s ready to walk me down the aisle and officially hand me off to Ben – though let’s be honest, he’ll always be one of the most important men in my life

Landon Chessareck

Arlo is my vivacious, people-pleasing 12-year-old and the silly, lovable baby of the family.  He’s always full of energy, always ready to make someone laugh, and happiest when he’s making others happy too. Arlo is my heart, and yes – I probably baby him a little more than I should, but with a personality like his, it’s hard not to!  Arlo plays baseball, football, and loves tracking storsms. His bright spirt brings so much joy to our family and we’re so excited to have him playing a special part in our wedding day. 

Arlo Chessareck

Wedding Crew

Our wedding itinerary is detailed on our booking website under the TRAVEL tab. Click on the black WEBSITE button at the bottom of the page for all itinerary and booking. Our wedding events are Thursday, Friday, and Saturday (4/16-4/18.) Stay as little or as long as you'd like!

Wedding Itinerary

Itinerary

To ensure a smooth and unforgettable experience for everyone, it is being requested that guests book their accommodations through our official wedding group block with our travel agent, Sydney Bosshart.This helps us keep everything organized and guarantees you receive the best available rates, amenities, and access to all group events. ✨ What’s included when you book with the group:Participation in all wedding festivities at the hotelAccess to a private catamaran experienceRoundtrip shared airport transfersPersonalized travel support from Sydney throughout the process 🚫 Guests who book outside the group (directly with the hotel or through any third-party site) will not have access to some of the group rates, discounts, and airport transfers. 🏨 Room Block Inclusions3-night minimum stay requiredRoundtrip shared airport transfers includedFlexible room options and upgrade categories Our goal was to stay around $300/person/night.💡 Exact pricing depends on your room type, length of stay, and occupancy. ✈️ Flights -Airfare is NOT Included, but Sydney can help you add flights to your package for convenience. Our supplier partners with many airlines and bundle discounts may apply. ✅ Travel Insurance- Highly recommended.Guests can choose between:Travel credit coverage (Cancel for any reason and receive a future credit)Cash refund coverage (higher premium, but more flexible)If you decline insurance, you’ll need to sign a waiver acknowledging the risks. 💳 Payment Schedule$100 per person deposit required to book50% of total package due by December 1, 2025Final balance due by January 28, 2026 🧍‍♀️👫 Occupancy &amp; Roommate CoordinationRoom rates are based on total occupancy, and all traveler details are required at the time of booking.If you're staying in a 2- or 3-bedroom suite, please coordinate with your roommates before submitting your reservation. This means:All guests sharing a room must agree on dates and room categoryNames, dates of birth, and payment details for everyone in the room are required up frontA deposit of $100 per person must be paid at time of booking⚠️ Important: If someone drops out or occupancy changes after booking, the per-person rate will change for everyone in that room. Adjustments are based on the resort's pricing structure and may increase your cost.To avoid surprises, talk with your roomies in advance—and feel free to reach out to Sydney with any questions about room setups or pricing breakdowns:Booking early ensures access to your preferred room type and helps us meet group requirements. For questions, upgrades, or to get started:🧳 To book click the link below or ask questions, reach out to Sydney directly:📧 <a href="mailto:travel@sydboss.com" rel="noopener noreferrer" target="_blank">travel@sydboss.com</a>📞 720-352-2662

Benjamin & Whitney

Benjamin & Whitney

B&W

Wedding Day