Make Your Next Trip Extraordinary
Romantic Travel Ideas for an Anniversary Trip, or Any Trip
Considering what we’ve all been through in the past few years, it feels more important than ever to celebrate joyous milestones. So we’ve collected these unforgettable wedding-anniversary trips enjoyed by your fellow travelers. They all used The WOW List to find the right trip planner who could deliver the maximized experience and VIP treatment that people who are celebrating a special anniversary deserve. Here’s how to get your own WOW trip.
Italy: “All of our dinner reservations included the best tables and the best views…”
Vernazza, Cinque Terre, Italy. Photo: Shutterstock
“My husband and I had a fabulous trip to the Cinque Terre, Italy, for our 25th anniversary.
I had an initial meeting over Zoom with Anna to discuss the purpose of our trip and our style of travel, things we enjoy, etc. and then Anna basically took it from there. She came up with a suggested itinerary which we then discussed and finalized together. I had no idea what to expect and we were WOWED from the moment we arrived. All of our transfers included first-class transportation services, each of our hotels provided a complimentary upgrade along with a welcome gift, and all of our dinner reservations included the best tables and the best views.
We especially loved our two boat days: One included a tour of Portofino and lunch at a restaurant overlooking the cove of San Fruttuoso, and another included a trip to Portovenere and lunch onboard in a beautiful bay. Anna’s advice was spot-on and we felt as though we were in excellent hands. We had the perfect balance of activities and down time and never felt overscheduled.” —Kim Brown
Read more reviews of Italy trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Italy: “Jennifer helped select a beautiful hotel and a room with a stunning view of the Mediterranean. Even the porter helping with our luggage shared that it was one of his favorite rooms…”
Amalfi Coast, Italy. Photo: Shutterstock
“We planned our trip to Italy to coincide with a friend’s wedding in Ravello and our own 25th wedding anniversary. Jennifer made sure the transfer from Rome’s airport to our hotel in Capri was seamless. Given that this required planning a 2-hour car ride, 45-min ferry, and a taxi up to Anacapri, this was welcome expertise coming off of our long flight from the US!
In Capri, Jennifer helped select a beautiful hotel and a room with a stunning view of the Mediterranean. Even the porter helping with our luggage shared that it was one of his favorite rooms. For dining, Jennifer chose options that met our desire for terrific Caprese food, wonderful service, and exquisite views. For the most part, we just stuck to sitting out in the sun and going off to dinners in the evening. On one of the days, though, Jennifer chartered us a boat to explore the Amalfi Coast. Our captain and his crew were a perfect fit. We had a fantastic day on the water swimming, sunning, and posing for classic Amalfi photographs.
We left Capri to make our way to Ravello for the wedding. Jennifer made all of the arrangements, including a stop in the city of Amalfi itself for our favorite meal of the entire trip. We arrived for the wedding well rested, adjusted to the time zone, and ready to party.” —Stephan Roche
Read more reviews of Italy trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Portugal: “They secured one of the few very best rooms with the best view at our resort on the Algarve, which we could not have obtained ourselves…”
Beach near Lagos in Ponta da Piedade, Algarve region, Portugal. Photo: Shutterstock
“Goncalo and his team planned a Portugal trip to celebrate our 25th wedding anniversary. They secured one of the few very best rooms with the best view at our resort on the Algarve, which we could not have obtained ourselves. Very few rooms at the very large hotel had ocean views, so this was a big deal (we even had two balconies facing the ocean). All of their recommendations as to where to stay were great and took into account our preferences, which we discussed in a planning call. They planned great activities, like a lovely large private sailboat from Sintra back to Lisbon, a visit to an observatory (at night of course), and a private cruise along the cliffs of the Algarve. We would not have known about the lovely hotel converted from a farming village in the Alentejo if we hadn’t used a Portugal expert, and we wouldn’t have known which towns to visit. We loved the itinerary they planned and will use them again if we return to Portugal!” —Rita Solomon
Read more reviews of Portugal trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
France: “We visited wineries, explored several old and charming towns, ate in 3-Michelin-star restaurants as well as fantastic low key cafes…”
The village of Gordes, in Provence. Photo: Pixabay
“My wife and I took a long awaited celebration of our 25th anniversary and our 50th birthdays to Provence, France April 15-23. Philip planned a terrific trip which wound up being one of the best weeks of our entire lives! He listened very carefully to our list of wants and desires and the result was a perfectly paced yet action-packed week. We visited wineries, explored several old and charming towns, ate in 3-Michelin-star restaurants as well as fantastic low key cafes, shopped and took a hike in the footsteps of Van Gogh. We have fallen in love with Provence and will definitely be going back. I am looking forward to seeing Philip’s plan for our next trip there!”—Brian Baltes
Read more reviews of France trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Belize: “While my husband played golf, she arranged a tour for me of the Mayan ruins at Xunantunich…”
Xunantunich Mayan ruins. Photo: Absolute Belize
“Patricia is my new best friend. We told her that our trip to Belize was to celebrate our wedding anniversary. She listened to our wants and needs and more than delivered. She suggested that we split our January trip between inland and the coast and set us up with activities that satisfied both of our desires, since they were not necessarily the same.
My husband wanted to play golf, and Patricia made the arrangements for him. She satisfied our interest in culture and history with the Garifuna Cultural immersion. Additionally, while my husband played golf, she arranged a tour for me of the Mayan ruins at Xunantunich and a day at the San Antonio Women’s Co-op to learn about the ancient Mayan life. Patricia joined me for my tour of Xunantunich, and my husband was jealous that he didn’t get to meet her in person.
On the coast we both wanted water sports. She arranged two wonderful boat/snorkel adventures for us, and one included a barbecue of freshly caught fish. Yes, my husband had the opportunity to reel in one fish while we were on the boat. I cannot say enough good things about how we were treated by Patricia, our guides, the staff of the hotels that she recommended, and the activities that she arranged.” —Bonnie Warton
Read more reviews of Belize trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Peru: “We thought we would be having a simple picnic lunch…”
Peru’s Sacred Valley. Photo: Aracari
“Our favorite experience in Peru was on the afternoon of our 10th wedding anniversary. We thought we would be having a simple picnic lunch, but when we arrived at our picnic, we were amazed to see a canopy tent popped up in a field that overlooked the Andes. The table was tastefully decorated with linens, lace, fresh flowers, and local decor pieces. Wow! A three-man cooking team prepared a lovely four-course meal in a separate tent while we sipped wine. There was even a portable toilet in a third small tent! Nothing was overlooked. In fact, during our ten-day trip arranged by Marisol, no detail was left unturned, from our beautiful accommodations to our awesome local guide to the snacks in our vehicle. We had an incredible trip.” —Erica Stanforth
Read more reviews of Peru trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Australia: “Stuart must have told everyone that we were celebrating an anniversary…”
The remote Haggerstone Island resort at the Great Barrier Reef. Photo: Haggerstone Island
“Stuart planned the perfect trip for our 30th wedding anniversary: We spent three weeks in Australia, taking multiple in-country flights and visiting Melbourne, Tasmania, Kangaroo Island, Uluru, the Daintree Rainforest, and Sydney. We wanted luxury lodges and unique experiences, and our expectations were exceeded.
Stuart must have told everyone that we were celebrating an anniversary because, at each location, we received not only cards and good wishes but sometimes cakes or champagne or chocolates. But this is what blew us away: In Tasmania, at Saffire Freciynet, we tasted several excellent local gins one evening and commented to the staff on how much we liked them, and when we reached Sydney at the end of the trip, there was a gift of three bottles of gin and a lovely note from Stuart. That is one of the above-and-beyond gestures that made this trip extraordinary.” —Robin and Josh Madden
Read more reviews of Australia trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Disney World: “Everyone knew it was our anniversary!”
Happily Ever After fireworks at Disney World. Photo: Disney
“While we take fairly involved adventure vacations (safaris, a dog-sledding expedition, and scuba diving, rafting and trekking trips), none have involved the degree of planning that our recent Disney trip did! Disney World can be overwhelming: To maximize your time there, you need to carefully plan out your schedule for each day and manage restaurant reservations, show times, and Fast Passes.
Michelle’s advice was invaluable in this regard. She took into consideration that this was an adults-only vacation and made great suggestions such as visiting a practically empty and childless Magic Kingdom with an After Dark ticket. She managed to fit in a coveted reservation for Be Our Guest, and her recommendations for the Epcot Food & Wine Festival helped us navigate that fun event. Michelle’s hard work enabled us to have a wonderful anniversary trip—and everyone knew it was our anniversary because Michelle told them!” —Barbara Sheridan
Read more reviews of Disney World trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Spain: “Pablo was able to secure reservations at three Michelin-star restaurants…”
Madrid’s Gran Via shopping strip lights up at night. Photo: Shutterstock
“I used Pablo to arrange a celebration trip to Spain—Barcelona, San Sebastian, and Madrid—for my son and his wife for their 2nd wedding anniversary. One of their interests was to try different exclusive restaurants and wineries, and Pablo was able to secure reservations at three Michelin-star restaurants. He arranged tours of boutique-style wineries, including a special wine-tour bike ride in Barcelona. Since my son is a guitar enthusiast, Pablo arranged for a Spanish guitar lesson and also got him into a special Flamenco show. Pablo had the ability to secure unique, private, and culturally enriching activities, allowing my son and daughter-in-law to experience Spanish cuisine and culture in a way that I am sure would not have been possible otherwise.” —Jeffrey Bernfield
Read more reviews of Spain trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
France: “I wanted to…present her with the diamond ring she never got when we first got together 10 years ago”
River Seine in Paris, France. Photo: Shutterstock
“I wanted to make the most of a short trip to Paris to celebrate my wife’s birthday and to present her with the diamond ring she never got when we first got together 10 years ago. Jennifer made a variety of suggestions, and we decided I would surprise my wife with the ring in a renewal proposal aboard a private yacht. I had originally requested a Venetian boat, but at the last minute it had mechanical problems, rendering it unavailable. Jennifer quickly replaced it with Sophia Loren’s private yacht and assured me that the furnishings and seating would be altered to make it more intimate and romantic. The result was spot-on, resulting in the highlight of our trip.” —William Harwayne
Read more reviews of Paris trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Italy: “Our favorite day of the trip, and arguably in our lives, was…”
Positano on the Amalfi Coast, Italy. Photo: Shutterstock
“My husband and I rarely use a travel agent because we love to do the research and plan every detail of our vacations. However, this trip to Capri and the Amalfi Coast was for our 10-year wedding anniversary, so we wanted the ultimate luxury experience without having to worry about anything. Andrea really listened to what we wanted and tailored the trip accordingly. And there wasn’t a minute of it that went by that my husband and I didn’t think, ‘This was worth every penny and more.’ From the knowledgeable drivers to awesome tour guides and boat captains, it was beyond perfect. Our favorite day of the trip, and arguably in our lives, was when our boat captain picked us up in Capri, toured us around the island, let us swim in the grottos, and eventually dropped us off for the rest of our stay in Positano. The views were stunning, but the captain really made our experience so special. Andrea has the connections with all of the right people, which makes the entire experience unlike any other.” —Meredith Still
Read more reviews of Capri and The Amalfi Coast trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
France: “We had our 50th anniversary dinner in the two-Michelin-star restaurant…”
Saignon, Provence, France. Photo: Shutterstock
“My husband and I asked Philip to help us plan a week in Provence to celebrate our 50th wedding anniversary. We stayed in the countryside in beautiful old hotels and especially loved the Baumanière in Les Baux. I originally thought it would be too fancy for us, but Philip persuaded me that it would be perfect, and it was. We had our 50th anniversary dinner in the two-Michelin-star restaurant there, complete with a chocolate anniversary ‘card.’ We particularly loved our canoe trip to the Pont du Gard and the private tour of the top level of the aqueduct—a perk not available to the general public. One whole day was devoted to a tour of the Luberon, including the towns of Lacoste, Menerbes, Gordes and Roussillon. It was a wonderful trip, perfectly planned and executed, and a memorable celebration for us.” —Barbara Rabin
Read more reviews of France trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Indonesia: “Diane lined up affordable luxury with a fascinating itinerary…”
Pura Ulun Danu Bratan, Hindu temple on Bratan Lake, Bali. Photo: Shutterstock
“Our trip to Bali was perfect for celebrating our 25th wedding anniversary. Diane lined up affordable luxury with a fascinating itinerary. We took in many diverse sites in the Ubud area from our base at the Komaneka Resort at Bisma, and the Nusa Dua Beach Hotel & Spa upgraded us to a lagoon-access suite, which was very relaxing. Diane lined up the perfect English-speaking private guide and driver, and she also introduced us to Nadya, a clothing designer whose home we got to visit. Our trip was a great balance of guided travel and looking around on our own. We felt truly fortunate that we could make use of Diane’s excellent insight. She is a gem. Thank you!” —Charles Barber and Carolyn Roth
Read more reviews of Bali trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Hawaii: “She even managed to snag us an upgrade to a suite…”
Maui, Hawaii. Photo: Hawaii Tourism Authority.
“We used Dani’s help to put together our trip to Maui and the Big Island of Hawaii. It was a great trip packed with hiking, a sunrise visit to the top of Mt. Haleakalā and a subsequent bike ride down, surfing lessons in Lahaina, and a helicopter tour of the Big Island, including the active volcano. Dani was in constant contact with us throughout, which was greatly appreciated, as we had questions about various things while we were there. We had mentioned this trip was a celebration of our wedding anniversary, and at both of our hotels there was chilled champagne and sweet treats, courtesy of Dani. She even managed to snag us an upgrade to a suite at the Four Seasons Hualalai, which was a pleasant surprise.” —Joseph McBrine
Read more reviews of Hawaii trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
Caribbean Cruise: “We were a family of 10 traveling for my parents’ 60th wedding anniversary…”
Antigua. Photo: Shutterstock
“We were a family of 10 traveling for my parents’ 60th wedding anniversary. We had first-time cruisers and seasoned cruisers, and we wanted an itinerary that would enable us to spend time together as well as enjoy personal time. For our specific needs, Tom suggested Celebrity Cruises, and we selected an itinerary in the ‘ABC islands’ with several days at sea. Everyone was very happy. Both the sea days and the days in port offered everyone enough sightseeing, shopping, and relaxation options to keep as busy (or not) as we wanted. Some of us went to the beach, while others went to town and sightseeing. We all met for cocktails in the Martini Bar before our family dinner each night. It was a fun and successful cruise for everyone, and my parents especially appreciated the special touches that Tom provided—including champagne, flowers, and a delicious chocolate cake in their cabin.” —Lorraine Victor
Read more reviews of cruise trips. To get your own WOW trip, start with our trip questionnaire, reached via the black button below.
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