Seven Rail Holidays to Celebrate a Special Occasion
Some moments in life deserve more than a dinner booking or a quick weekend away. Big anniversaries, milestone birthdays, honeymoons, retirements, graduations, once-in-a-lifetime accomplishments, these deserve something extraordinary. And nothing feels more special or effortless than celebrating with a rail holiday that blends scenery, culture, comfort, and curated experiences.
Railbookers offers rail journeys that turn meaningful moments into unforgettable memories. Here are seven incredible rail holidays, and the occasions they are perfect for.
1. Venice Simplon-Orient-Express

Perfect for: Anniversaries, milestone birthdays, honeymoons
Few trips say “celebration” like the Venice Simplon-Orient-Express. Lavish vintage carriages, multi-course dining, glamour at every turn, this is romance and luxury at their absolute peak. Whether you are marking a major anniversary or a once-in-a-decade birthday, this experience becomes part of your life story.
2. The Glacier Express Through Switzerland

Perfect for: Retirements, big life milestones, a long-awaited dream trip
The Glacier Express is one of the world’s most beautiful rail journeys. Snowy peaks, mountain villages, sparkling lakes, and high alpine passes create a dreamscape the entire way. For anyone celebrating retirement or a bucket-list milestone, this journey feels like the reward it is meant to be.
3. The Canadian Rockies by Rail

Perfect for: Family celebrations, multigenerational trips, birthdays
The Canadian Rockies deliver epic landscapes and family-friendly adventure: Banff, Jasper, Lake Louise, gondolas, glaciers, wildlife, and unbelievable scenery. It is the perfect backdrop for a milestone birthday or a multi-generational celebration where everyone gets something unforgettable.
4. Italy’s Great Cities by Train

Perfect for: Honeymoons, engagements, romantic celebrations
Italy is pure romance: Venice’s canals, Florence’s art, Rome’s history, the Cinque Terre’s sunsets. A rail holiday through Italy makes every moment feel cinematic. It is the ideal way to celebrate love, whether you are newly engaged, honeymooning, or honouring a special anniversary.
5. The Best of Spain by Rail

Perfect for: Graduation trips, friendship celebrations, milestone accomplishments
Barcelona, Valencia, Madrid, Seville, Málaga, Spain is vibrant, colourful, and full of energy. If you are celebrating a graduation or a big achievement with friends or family, this journey delivers culture, nightlife, incredible food, sunshine, and coastal charm.
6. Alaska Adventure with Alaska Railroad

Perfect for: Big birthdays, retirement, parent-child trips
If you are celebrating a milestone that calls for something bold and unforgettable, Alaska is it. Glacier cruises, Denali National Park, fjords, wildlife, mountains, this itinerary offers big moments at every turn. It is perfect for marking retirement, a major birthday, or a long-awaited family adventure.
7. Scotland by Rail

Perfect for: Heritage journeys, ancestry celebrations, family history moments
Scotland is one of Railbookers’ most meaningful destinations, especially for travellers exploring their roots or celebrating heritage. From Edinburgh’s cobblestones to the dramatic Highlands, to the Isle of Skye and charming lochside towns, Scotland feels rich with history and emotion. It is perfect for honouring ancestry, reconnecting with family heritage, or simply marking a milestone with a journey that feels personal and powerful.
Celebrate Big Moments Beautifully
A special occasion deserves a special experience, and a rail holiday offers the perfect blend of luxury, scenery, comfort, and once-in-a-lifetime moments. With Railbookers handling every detail, you get the freedom, ease, and space to simply enjoy the celebration.