Celebrating a military retirement – whether it’s yours or for your spouse – is a monumental occasion, marking the end of a dedicated career and the beginning of a new chapter filled with freedom, endless possibilities, and maybe a little bit of panic at the thought of navigating civilian life. There’s no better way to honor this milestone and kick off terminal leave by embarking on an epic vacation.
From serene beach getaways and adventurous treks through breathtaking landscapes to cultural immersions in exotic destinations, there are countless ways to make a retirement celebration truly unforgettable for your family.
Here are 7 epic trips to take to celebrate military retirement:
Whether you’re planning a solo adventure, a romantic escape, or a family vacation, these extraordinary vacations promise to offer relaxation, excitement, and lasting memories.
1. Set sail with Margaritavilla at Sea
If you’re interested in living on sponge cake and watching the sun bake, Margaritaville at Sea may be a top choice. The brand’s “Heroes Sail Free” program, which launched in 2022 through a partnership with GovX.com, allows U.S. military service members (active duty and veterans) to sail on all Caribbean, Mexico, and Bahamas cruise vacations for only the cost of taxes, fees and port expenses. The program recently expanded to include unlimited usage throughout the year on all available sailings up to and including 3-, 4-, 5-, 6- and 7-night vacations. Christopher Ivy, CEO of Margaritaville at Sea, told We Are The Mighty, “We are committed to continuing to be the best cruise line for our heroes.”
2. Go on safari in the African bush
Dreaming about waking up among lions and elephants? Perhaps an African safari in Kenya, Tanzania or South Africa is in order where you can toast retirement surrounded by nature’s most majestic creatures. Amy Millican, military spouse and owner of bespoke safari planning company Flyga Twiga™ says, “I love helping U.S. military – some of the most adventurous people in the world – fulfill their bucket list African safari. When they come to me seeking unique experiences, the planning becomes part of the journey.” In addition to offering military-inspired safaris, for veterans, Millican also waives the $500 per person retainer fee.
3. Road trip down the Pacific Coast Highway
What better way to toast retirement than at a vineyard in Napa? Start in California’s Napa Valley wine region – wineries like Chateau Montelena, St. Supery, and Cakebread offer free tastings for veterans – and The Meritage offers a 30% American Hero package for active duty and veterans. Continue down the California coast and bookmark stops in Henry Cowell State Redwoods State Park, Carmel-By-The-Sea, Big Sur, Morro Bay, and Venice Beach before ending the trip in San Diego’s luxurious Hotel Del Coronado, which offers a Military Family Rate.
4. Book an overwater bungalow in Moorea
Hilton properties around the world offer “Military Family Rates” for active and retired veterans, so taking advantage of the discount for a romantic trip to French Polynesia is an obvious choice for sun lovers. Book an overwater bungalow to drift asleep to the sound of the ocean. When you’ve tired of reading a book on your private sun deck, book a snorkeling tour with Moorea Ocean Adventures to get an up-close view of whales, dolphins, sharks, and other marine life, where you’ll cruise back into the harbor just in time for dinner at acclaimed Rudy’s. Trust me, order the parrotfish.
5. Go island hopping in Hawaii
Whether you spent part of your career in Hawaii or the military never gave you orders to enjoy island life as you’d hoped, now is the time to say “aloha” to the 50th state. Whether you decide to hop on board Norwegian Cruise Line’s 7-day inter-island cruise (10% off all cruises for military families) that visits four different islands, or embark on a self-led tour, the Hawaiian Islands has something for every member of the family. Because every branch of the military has a base in Hawaii, many restaurants, tours, and activities offer military discounts, so be sure to inquire when booking.
6. Experience the Northern Lights in Iceland
Getting to see the Aurora Borealis is a once-in-a-lifetime experience…kind of like retirement! Book a car through Auto Europe (a 5% military discount) so you can get out of Reykjavik and experience all of what Iceland has to offer. Make time for a relaxing spa experience at Blue Lagoon before heading out to The Ring Road, Stuðlagil Canyon, Golden Circle, Skaftafell National Park, Jökulsárlón Glacier Lagoon, Lake Mývatn Geothermal Area, and Goðafoss Waterfall. Take note: The best time to see the Northern Lights is September through April.
7. Embark on a cultural tour of Japan
Start in Tokyo, where historic temples like Senso-ji await alongside serene gardens and world-renowned cuisine. In Kyoto, the cultural heart of Japan, explore the bamboo groves of Arashiyama and traditional tea ceremonies, while experiencing geisha performances and kaiseki dining in Gion. Visit Hiroshima’s Peace Memorial Park and Miyajima Island’s floating torii gate, then meet friendly deer in Nara Park and admire Todai-ji’s Buddha statue. Throughout, indulge in sushi, ramen, and more, with opportunities for cooking classes and market visits, and be sure to check with resources like MWR for discount opportunities.