Whether you’re planning a family celebration, a girls’ getaway, a romantic escape, or a solo recharge, milestone birthdays deserve something extra special. If you’re turning 30, 40, 45, or 50—you’re entering a season that calls for easy luxury topped with lasting memories.
I’ve rounded up my go-to destinations to celebrate your next big birthday, in style:
1. Exuma, Bahamas – Multi-Family-Friendly Paradise
Perfect for families who want stunning beaches, crystal-clear water, and unforgettable experiences. Think: swimming pigs, sandbars, and calm turquoise water made for kids. With our preferred Exuma villa partners, this bucket list adventure is something that will leave the entire family talking about it for years to come.
2. Turks & Caicos – Luxury for Families
One of the most requested family destinations — soft white sand, incredible dining, and some of the best beaches in the world. Turks & Caicos features resorts that have that effortless all-inclusive feel, as well as upscale and ultra-luxe options. This destination is a great option for families, or couples looking for a chic escape.
3. Cabo San Lucas – The Ultimate Girls’ Trip
If your milestone birthday calls for sunshine + fun, Cabo is the vibe. Chic resorts, great dining, stunning views, and endless opportunities for pool days and spa time with your best friends. Not to mention, a short easy flight has you there in no time, and on the beach within hours.
4. Curaçao – Adults-Only, Colorful & Trendy
Perfect for couples or adults who want something unique. With vibrant culture, boutique luxury, and incredible snorkeling, Curaçao is made for a milestone trip with style, whether you’re looking for a more intimate setting, or a lively group destination. Check out our recent group experience here.
5. St. Vincent – Remote, Peaceful & Adults Only
This destination is ideal for those craving quiet and laid-back luxury. Think untouched beauty, dramatic landscapes, and serene adults-only resorts designed for total relaxation. This resort continues to live at the top of our favorite of all of the all-inclusive resorts in the Caribbean!
6. Aulani, Hawaii – A Family Celebration You’ll Never Forget
For families who want culture, adventure, and Disney touches — Aulani delivers. Stunning beaches, lazy rivers, character moments, and unforgettable sunsets are just a few highlights of an Aulani vacation.
7. Disney Cruise Line – Family Milestone Magic
Disney Cruise Line is the perfect way to celebrate with kids of all ages. With gorgeous and spacious staterooms, Disney entertainment, adults-only spaces (such as the famous Haunted Mansion Parlor), and stops at private islands, Castaway Cay or Lookout Cay, it’s a milestone trip everyone will remember. Disney Cruise Line is so easy, even grandparents may join in on the fun! With two brand new ships in the fleet, Disney Destiny and Disney Treasure, and seven ships total, there is an exhilarating itinerary waiting for you!
(P.S. – Ready to cruise somewhere other than the Caribbean? Amp up your cruising style with an unforgettable Alaskan cruise adventure!)
8. Nassau, Bahamas – Great for Families or Groups
Quick flights, beautiful beaches, and resorts for every style, Nassau is ideal for family groups, multi-gen travel, or friends celebrating together. Options include our go-to resorts: Atlantis, Grand Hyatt Baha Mar, Rosewood BahaMar, and we offer a comprehensive comparison of the resorts here.
Ready to Start Planning Your Milestone Birthday?
Whether you’re celebrating your 30th, 40th, 50th—or anything in between—your milestone birthday deserves a getaway that feels unforgettable. And the best part? Planning it is easier (and more flexible!) than most people realize.
Many of these destinations can be secured with a minimal deposit (often as low as $50 per person) and come with flexible cancellation policies that give you total peace of mind as your travel plans take shape.
If you’re ready to start dreaming, I’m here to make every detail seamless—from matching the perfect destination to choosing the right resort and building a celebration itinerary that feels uniquely you.
Click here to request a custom quote and begin planning your milestone birthday escape, or follow us on Instagram for vacation inspiration.
