Father’s Day is the perfect excuse to plan a getaway that shows Dad just how much he’s appreciated. Whether he’s an outdoor adventurer, a golf enthusiast, a beach lover, or a guy who simply enjoys relaxing with the family, there’s a vacation spot that will make this Father’s Day trip one to remember. Here are some destination ideas tailored to different kinds of dads — and they are just a flight or road trip away!
For the Dad Who Loves to Golf: Scottsdale, Arizona
Scottsdale is a dream destination for any dad who lives for golf. With more than 200 golf courses in the surrounding area, Scottsdale offers stunning desert backdrops, luxurious resorts, and world-class greens. Courses like Troon North and TPC Scottsdale are famous for their challenging layouts and impeccable views.
Off the course, Scottsdale also offers plenty of dining, spa, and shopping options — perfect for a little family R&R or a couples’ weekend. If you book a stay at one of the area’s resort timeshares, you can enjoy spacious accommodations and resort-style amenities all weekend long.
Find Scottsdale, Arizona vacation rentals →
For the Family-Focused Dad: Orlando, Florida
For dads who love spending quality time with the whole family, you can’t go wrong with Orlando. Home to world-famous theme parks like Walt Disney World, Universal Studios, and LEGOLAND Florida, there’s something here for every age and interest.
What makes Orlando especially great for Father’s Day? Many timeshare resorts in the area offer large suites or condos with multiple bedrooms, kitchens, and easy access to the parks — making it easy to blend family fun with comfort and convenience. Add in pool days, golf outings, and character dinners, and you’ve got a Father’s Day vacation that’s truly magical.
Find Orlando, Florida vacation rentals →
For the Outdoorsy Dad: Breckenridge, Colorado
If your dad thrives in the great outdoors, treat him to the fresh mountain air and scenic charm of Breckenridge. This Colorado gem isn’t just a winter ski haven — it’s a summer paradise for hikers, bikers, and nature lovers alike. In June, Breckenridge offers miles of alpine trails, fly-fishing in crystal-clear streams, and panoramic gondola rides that the whole family can enjoy.
The historic downtown area adds even more to love, with craft breweries, local restaurants, and a laid-back mountain town vibe. Whether Dad wants to summit a peak or simply relax with a local IPA after a scenic stroll, Breckenridge hits the sweet spot for a nature-filled Father’s Day escape.
Browse Breckenridge, Colorado vacation rentals →
For the History Buff Dad: Williamsburg, Virginia
Give your history-loving dad a step back in time with a trip to Williamsburg. Colonial Williamsburg is a living history museum where costumed interpreters bring the 18th century to life, while nearby Jamestown and Yorktown add even more historical depth to the trip.
In addition to its educational appeal, Williamsburg is also home to golf courses, wineries, and family-friendly attractions like Busch Gardens. It’s the perfect mix of fun and enrichment, especially for families with kids or teens.
Browse Williamsburg, Virginia vacation rentals →
For the Beach Bum Dad: Cancun, Mexico
If Dad’s ideal day involves a hammock, a cold drink, and the sound of waves, consider whisking him away to Cancun. This Mexican paradise offers pristine beaches, all-inclusive resorts, and opportunities for everything from snorkeling to zip-lining — or absolutely nothing at all.
Cancun’s many timeshare resorts and vacation clubs make it easy to find a place that blends luxury with flexibility. Treat Dad to a spa day, a sunset cruise, or simply let him relax by the pool while the rest of the family takes on some beachside adventures.
Book a Cancun, Mexico vacation rental →
For the Adventure-Seeking Dad: Maui, Hawaii
If Dad has an adventurous spirit, consider taking things up a notch with a trip to Maui. This Hawaiian island is packed with activities that are equal parts thrilling and scenic — think surfing, snorkeling with sea turtles, hiking volcanic craters, and driving the iconic Road to Hana.
Maui is also home to some of the most luxurious resort properties and vacation clubs in the U.S., so after a day of action, Dad can kick back in style. Bonus: June is a great time to visit before the peak summer crowds hit.
Find Maui, Hawaii vacation rentals →
For the Laid-Back Dad: St. Thomas, U.S. Virgin Islands
If your dad’s vacation motto is “island time all the time,” then St. Thomas might be his happy place. With its stunning Caribbean beaches, relaxed vibe, and no passport required for U.S. travelers, it’s a convenient yet exotic choice.
Resorts and vacation rentals in St. Thomas offer everything from beachfront villas to family-sized condos, often with spectacular views and direct access to the water. Whether he’s into boating, beach bar-hopping, or just floating in the sea, this is the kind of place that feels like a true escape.
Browse St. Thomas Father’s Day rentals →
Make This Father’s Day One to Remember…
No matter what kind of trip suits your dad best, a Father’s Day getaway is a thoughtful way to create lasting memories. With destinations ranging from the mountains to the beach — and everything in between — there’s something out there that’s just right for your favorite guy.