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Waterloo Travel

27, Waterloo Road, WOKINGHAM, Berkshire, RG40 2JE, United Kingdom

Love at First Sight

Tailor-Made Journeys for Life’s Most Meaningful Celebrations

Waterloo Travel is a bespoke travel consultancy specialising in tailor-made holidays for couples, families, and groups celebrating life’s most important moments. Every trip is personally designed around each client... from destination choice and accommodation... to meaningful extras that transform a holiday into a once-in-a-lifetime experience.

Waterloo Travel offers direct access to a real travel advisor, combining global destination knowledge with trusted hotel and cruise partnerships. Whether it’s a short romantic city break, a luxury honeymoon, or a multi-country anniversary journey, every itinerary is crafted with care, flexibility, and attention to detail.

Romance

Where Love Stories Become Journeys

Romance and celebration travel sit at the heart of Waterloo Travel’s expertise. Chris works closely with couples to understand their story, preferences, and budget before designing a holiday that feels deeply personal.

  • Honeymoons and minimoon escapes
  • Special anniversaries and milestone birthdays
  • Romantic city breaks and beach retreats
  • Destination weddings and vow renewals

Wedding travel is particularly popular in the Greek Islands and Cyprus, where marriage laws are straightforward and trusted local wedding planners manage every detail on the ground. For couples who prefer to marry at home, Waterloo Travel creates unforgettable honeymoons and post-wedding journeys that feel just as special.

Your Stay

From Boutique Hideaways to Iconic Resorts

As a travel advisor rather than a single-property provider, Waterloo Travel has access to an extensive portfolio of accommodation worldwide... always matched to the occasion and the couple.

  • Luxury honeymoon resorts and adults-only hotels
  • Romantic villas with privacy and space
  • Overwater bungalows and island escapes
  • Iconic cave hotels in destinations like Santorini
  • Cruise cabins with upgraded packages and privileges

Accommodation is selected not just for location, but for atmosphere, service, and suitability — ensuring each stay enhances the purpose of the trip.

What to Do

Moments that Elevate the Journey

Waterloo Travel designs itineraries that go beyond flights and hotels, incorporating experiences that make a holiday unforgettable.

  • Multi-centre journeys (e.g. Mauritius & Sri Lanka anniversaries)
  • Ocean and river cruises worldwide
  • Theatre, concert, and Formula 1 travel packages
  • Cultural tours, scenic rail journeys, and escorted adventures
  • Safari and beach combinations in Africa
  • Arctic and polar expedition cruises

Not every celebration looks the same and Waterloo Travel embraces that, crafting experiences that feel romantic, meaningful, or joyful in ways that matter to each client.

The Food of Love

Dining that Becomes Part of the Memory

While food and drink experiences vary by destination, Waterloo Travel ensures couples can enjoy special moments wherever possible.

  • Private beach dining for two
  • Floating breakfasts (such as in Bali)
  • Hotel-arranged tasting menus and wine experiences
  • Cruise dining upgrades and special occasion packages

These details are either pre-arranged before travel or carefully added during the trip, depending on destination and client preference.

    Services Offered:
  • Accommodation
  • Activity Specialist
  • Bespoke Experiences
  • Cruises
  • Destination Concierge
  • Luxury Concierge
  • Parties & Celebrations
  • Tours & Excursions
  • Train Journeys
  • Transport Services
  • Weddings
  • Yachting & Sailing
    Setting:
  • Beach
  • City
  • Coast
  • Desert
  • Hills & Mountains
  • Island
  • Lake
  • Nature Reserve
  • Rainforest
  • River
  • Rural
  • Sea & Ocean
  • Snow
  • Town/Village
  • Vineyard
  • Waterfalls
  • Woodlands
Recommended for:
  • Active & Sporty
  • Adventurous
  • Climbing High
  • Cruises
  • Destination Dining
  • Exclusive
  • Fine Dining
  • Food & Wine Tours
  • Health & Wellness
  • History & Culture
  • Holistic
  • In the Sky
  • Luxury
  • Natural Wonders
  • Once in a Lifetime
  • Pampering
  • Private Tours
  • Romantic Dinner
  • Safaris & Wildlife
  • Tasting Experiences
  • Tours & Excursions

Romantic Breaks

Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…

Occasions

Proposals

Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…

Anniversaries

Multi-Centre Anniversary & Celebration Journeys
Multi-Centre Anniversary & Celebration Journeys
  • Two or more destinations combined into one seamless journey
  • Balance of relaxation, exploration, and meaningful experiences
  • Carefully planned travel…
Romantic Cruises & Slow Travel Escapes
Romantic Cruises & Slow Travel Escapes
  • River or ocean cruise recommendations based on travel style
  • Cruise itineraries matched to romantic or celebratory travel
  • Scenic rail…
Antigua Luxury Honeymoon & Celebration Escape
Antigua Luxury Honeymoon & Celebration Escape
  • Luxury beach or oceanfront resort accommodation
  • Honeymoon or anniversary resort benefits where available
  • Private beach moments or couples’ experiences
Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…

Birthdays

Multi-Centre Anniversary & Celebration Journeys
Multi-Centre Anniversary & Celebration Journeys
  • Two or more destinations combined into one seamless journey
  • Balance of relaxation, exploration, and meaningful experiences
  • Carefully planned travel…
Romantic Cruises & Slow Travel Escapes
Romantic Cruises & Slow Travel Escapes
  • River or ocean cruise recommendations based on travel style
  • Cruise itineraries matched to romantic or celebratory travel
  • Scenic rail…

Honeymoons

Tailor-Made Luxury Honeymoons Worldwide
Tailor-Made Luxury Honeymoons Worldwide
  • Fully bespoke honeymoon itinerary design
  • Destination matching based on interests, season, and budget
  • Carefully selected accommodation suited to the…
Multi-Centre Anniversary & Celebration Journeys
Multi-Centre Anniversary & Celebration Journeys
  • Two or more destinations combined into one seamless journey
  • Balance of relaxation, exploration, and meaningful experiences
  • Carefully planned travel…
Romantic Cruises & Slow Travel Escapes
Romantic Cruises & Slow Travel Escapes
  • River or ocean cruise recommendations based on travel style
  • Cruise itineraries matched to romantic or celebratory travel
  • Scenic rail…
Antigua Luxury Honeymoon & Celebration Escape
Antigua Luxury Honeymoon & Celebration Escape
  • Luxury beach or oceanfront resort accommodation
  • Honeymoon or anniversary resort benefits where available
  • Private beach moments or couples’ experiences
Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…

Renewal of Vows

Antigua Luxury Honeymoon & Celebration Escape
Antigua Luxury Honeymoon & Celebration Escape
  • Luxury beach or oceanfront resort accommodation
  • Honeymoon or anniversary resort benefits where available
  • Private beach moments or couples’ experiences

Wedding

Multi-Centre Anniversary & Celebration Journeys
Multi-Centre Anniversary & Celebration Journeys
  • Two or more destinations combined into one seamless journey
  • Balance of relaxation, exploration, and meaningful experiences
  • Carefully planned travel…

Passion Thrillers

Tailor-Made Luxury Honeymoons Worldwide
Tailor-Made Luxury Honeymoons Worldwide
  • Fully bespoke honeymoon itinerary design
  • Destination matching based on interests, season, and budget
  • Carefully selected accommodation suited to the…
Antigua Luxury Honeymoon & Celebration Escape
Antigua Luxury Honeymoon & Celebration Escape
  • Luxury beach or oceanfront resort accommodation
  • Honeymoon or anniversary resort benefits where available
  • Private beach moments or couples’ experiences
Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…

Seasonal Offers

Multi-Centre Anniversary & Celebration Journeys
Multi-Centre Anniversary & Celebration Journeys
  • Two or more destinations combined into one seamless journey
  • Balance of relaxation, exploration, and meaningful experiences
  • Carefully planned travel…
Romantic Cruises & Slow Travel Escapes
Romantic Cruises & Slow Travel Escapes
  • River or ocean cruise recommendations based on travel style
  • Cruise itineraries matched to romantic or celebratory travel
  • Scenic rail…
Santorini Cave Hotel Romance & Celebration Escape
Santorini Cave Hotel Romance & Celebration Escape
  • Hand-picked cave-style accommodation with caldera or sunset views
  • Private terrace or plunge pool options (subject to availability)
  • Romantic dining…