Tailor-Made Group Holidays
Private group travel planned around your people, budget and journey
Group holidays should be exciting, but bringing several people, budgets, airports and room requirements together can quickly become complicated.
Jamie Wake Travel creates private, tailor-made group holidays for friends, extended families, clubs, teams, community organisations and people celebrating important occasions.
From mainstream packages and private villas to cruises and multi-centre itineraries, we build the trip around your group rather than trying to fit everyone into a standard holiday.
What Is a Tailor-Made Group Holiday?
A private group holiday is created for an existing group of people travelling together. It is different from an escorted group tour where individual travellers book their own places and meet the rest of the group after booking.
Your holiday is planned around your preferred dates, departure airports, budget, accommodation needs and interests. Depending on the arrangements, it could be booked as:
- A package holiday through a tour operator
- A formal supplier group booking
- Several linked package bookings
- A private villa or exclusive-use property
- A cruise with coordinated cabins and travel arrangements
- A tailor-made package using several travel suppliers
- A multi-centre itinerary with private transport, guides or activities
The best structure is not always the one labelled “group booking”. Sometimes several linked reservations provide better flights, room choices or flexibility. In other cases, a formal group arrangement offers useful terms or makes it easier to keep everyone together.
Jamie Wake Travel compares the practical options and explains how your particular trip will be arranged.
Our specialist group holiday service is particularly suited to groups of nine or more people. Airlines, hotels and tour operators use different definitions of a group, so the most suitable booking structure will depend on your flights, accommodation, room requirements and chosen suppliers.
Why Plan Your Group Holiday with Jamie Wake Travel?
One Point of Contact
Instead of every traveller contacting different airlines, hotels and suppliers, your group has one central travel contact who understands the overall plan.
We work primarily with a nominated lead organiser while making sure the requirements of the wider group are considered.
A Holiday Built Around the Group
Your group may include people with different budgets, departure airports, ages and ideas about what makes a good holiday.
We help identify the priorities that need to be shared, such as destination, hotel and dates, while also exploring where flexibility may be possible.
Mainstream and Tailor-Made Options
We are not restricted to one tour operator or type of holiday.
We can compare mainstream package holidays alongside specialist suppliers, villas, cruises, private arrangements and tailor-made itineraries. This allows us to recommend the most appropriate solution rather than forcing the group into a product that does not fit.
Different UK Airports Where Practical
Members of the group may be travelling from different parts of the UK.
Where suitable flights are available, we can explore departures from different airports and coordinate arrivals at the destination. Prices, flight times and booking conditions can vary, so each option must be checked carefully.
Help with the Complicated Details
We can help coordinate:
Passenger and room requirements, Different room types, Family and accessible rooms, Flight options, Transfers, Supplier deadlines, Activities and excursions, Private arrangements, Booking documentation, Pre-travel information
Support Before and After Booking
Our role does not end when the deposit is paid.
We continue to support the lead organiser with booking deadlines, required information and documents. The exact support and responsibilities will be explained according to the arrangements booked.
Which Type of Group Holiday Is Right for You?
| Holiday type | Often works well for | Main advantages | Main planning consideration |
|---|---|---|---|
| Package resort | Friends, families and mixed-age groups | Flights, accommodation and often transfers can be combined | Enough seats and suitable rooms must be available together |
| Private villa | Families, celebrations and close groups of friends | Privacy, shared living space and greater independence | Room allocation, transport, catering and deposits need careful planning |
| City break | Birthdays, friendship groups and short celebrations | Short duration, culture, dining and nightlife | Central accommodation and useful flight times are particularly important |
| Cruise | Mixed-age families, clubs and celebration groups | Dining, entertainment and activities in one place | Cabin categories, dining arrangements, flights and port transfers |
| Multi-centre itinerary | Cultural, adventure and special-interest groups | A more individual and experience-led journey | More suppliers, transfers and deadlines create additional complexity |
Group Holiday Ideas and Celebrations
Our team is experienced in organising various types of group holidays and celebrations. Some of the most popular include:
Holidays for Groups of Friends
Bring everyone together for a beach holiday, city break, cruise, private villa or special celebration. We can help coordinate different budgets, departure airports, room preferences and activity levels, creating a group holiday that includes plenty of shared experiences without expecting everyone to follow the same schedule throughout the trip.
Large and Multi-Generational Family Holidays
Plan a holiday that works for children, parents, grandparents and extended family members. We can explore family rooms, interconnecting accommodation, accessible options, manageable transfers and activities for different ages. Whether you are celebrating a milestone or simply spending valuable time together, we will help balance shared family experiences with space for everyone to relax.
Clubs, Teams and Community Groups
We arrange private group travel for sports teams, choirs, social clubs, societies, community organisations and groups with shared interests. Your trip could include flights, accommodation, private transport, meeting facilities, guided visits or specialist activities. We will help bring the practical arrangements together around the purpose, timetable and individual needs of your group.
Celebrations and Special Occasions
Mark a milestone birthday, anniversary, reunion or other important occasion with a holiday designed around the people celebrating it. We can arrange suitable accommodation, transfers, group activities, private dining and special experiences where available. Every element is planned around your destination, budget and preferred balance between celebrating together and enjoying independent time.
Group Holiday Ideas
The best group holiday is not simply the destination with the lowest price. It needs suitable flights, enough rooms, practical transfers and the right balance between spending time together and allowing people to make their own choices.
We can compare different holiday styles and recommend the option that works best for your group’s size, budget and interests.
Easy Resort Holidays
A beach resort can be one of the simplest ways to bring a group together. Flights, accommodation and transfers may be included within one package, while All Inclusive options can make budgeting easier.
Destinations such as Spain, Greece, Turkey, Cyprus and the Canary Islands offer a broad choice of hotels, activities and regional UK flights. We can help compare family-friendly resorts, adults-only properties, quieter hotels and livelier locations according to the needs of your group.
Villas for Friends and Families
A private villa gives the group shared living space, greater privacy and the freedom to plan each day independently. Villas can work particularly well for extended families, friendship groups, reunions and milestone celebrations.
We will consider bedroom allocation, bathrooms, accessibility, location, transport and catering rather than looking only at the total capacity. A property advertised for a large group may not be practical if several guests need to share unsuitable rooms or rely on expensive taxis throughout the stay.
Group City Breaks
A city break is ideal for birthdays, friendship groups and shorter celebrations. The group can enjoy meals and activities together while still having the freedom to explore different attractions during the day.
Useful flight times and central accommodation are especially important on a short trip. We can help compare cities with suitable nightlife, restaurants, culture and transport, as well as hotels that can accommodate the required mix of rooms.
For more inspiration, explore our guide to the best cities for a group city break.
Group Cruise Holidays
A cruise can suit groups with different ages, interests and energy levels. Travellers can select different cabin types and daytime activities while meeting for meals, entertainment and time ashore.
We can help coordinate cabins, dining arrangements, drinks packages, flights, port transfers and pre- or post-cruise stays. Cruise holidays can be particularly useful for multi-generational groups because everyone can choose how much of the daily programme they want to share.
Adventure and Special-Interest Holidays
A shared interest can provide the perfect focus for a group trip. This might include wildlife, walking, skiing, food, culture, music, sport, diving or another activity that brings everyone together.
These holidays may require specialist equipment, private transport, guides, reserved activities or different levels of participation. We can help create an itinerary that supports the group’s main interest without making every activity compulsory for every traveller.
For more inspiration, explore our guide to the top destinations for a group adventure.
Long-Haul and Multi-Centre Group Holidays
A major celebration or special-interest journey may deserve something more ambitious, such as a safari and beach combination, a tour through several Asian cities or a private cultural itinerary.
Multi-centre group holidays provide greater variety but involve more flights, transfers, suppliers and deadlines. We plan the journey as one connected itinerary, allowing enough time in each destination and avoiding unnecessary movement that can make a group holiday tiring or difficult to manage.
Why Choose Jamie Wake Travel for Your Group Holiday?
1
One Clear Group Plan
We bring flights, accommodation, transfers and agreed activities together so the group can understand the complete arrangement.
2
Flexible Travel Options
We compare mainstream packages, villas, cruises and tailor-made itineraries rather than limiting the group to one type of holiday.
3
Different Needs Considered
We can explore different airports, room types, family requirements, accessibility needs and activity preferences.
4
Professional Support
We explain supplier deadlines, payment requirements, booking conditions and the protection applying to the trip.
What We Can Arrange for Your Group
Your group holiday can include as much or as little structure as you need.
Depending on the destination and suppliers, we can arrange:
- Flights from one or several UK airports
- Hotels and resorts
- Double, twin, triple, family and single rooms
- Interconnecting or accessible rooms where available
- Villas, apartments and exclusive-use properties
- All Inclusive, half-board, bed-and-breakfast or self-catering stays
- Airport transfers and private transport
- Cruises and coordinated cabin choices
- Multi-centre holidays
- Tours and attractions
- Private guides and group excursions
- Celebration arrangements
- Car hire where suitable
- Dietary and accessibility requests
- Tailor-made travel documentation
Requests are never treated as guaranteed until the relevant supplier confirms them. We will explain which arrangements are confirmed and which remain subject to request.
How Our Group Holiday Planning Process Works
1
Tell Us About Your Group
We begin with the essentials: approximate group size, ages, preferred dates, departure airports, budget and the reason for the trip.
You do not need to have every name or detail confirmed before making the initial enquiry.
2
Agree the Priorities
We help the lead organiser identify what is essential and where the group can be flexible.
This may include destination, board basis, flight times, room types, accessibility, activities and the maximum realistic budget.
3
Compare the Booking Structures
We consider whether the group is best served by a tour operator package, a supplier group booking, linked reservations or a tailor-made package.
The same destination can produce very different terms depending on how it is booked.
4
Receive a Clear Proposal
We present the recommended arrangements with the price, inclusions, important deadlines and booking conditions.
Where there are meaningful alternatives, we explain the practical differences rather than simply presenting several prices without guidance.
5
Confirm the Arrangements
Before booking, the lead organiser must ensure that the agreed arrangements, passenger information and financial commitments have been accepted by the group.
We will explain the deposit, payment schedule, name requirements and any immediate deadlines.
6
Receive Ongoing Support
Once confirmed, we help manage the travel booking through to departure.
The lead organiser remains important for communicating with the group, but they are not left to interpret multiple supplier documents or manage the entire travel plan alone.
For further guidance, read how to plan a group travel itinerary.
Flights, Rooms, Payments and Changes
The practical arrangements depend on the suppliers and booking structure. Open the sections below for answers to the questions group organisers ask most often.
Flights from Different Airports
Different airport departures may be possible, but every route must be considered separately.
Members of the group may pay different flight prices, travel at different times or be subject to different booking conditions. Transfers may also need to be coordinated so that nobody is left waiting unnecessarily.
Where several airports are involved, we will explain whether the arrangements form one package, linked packages or separate protected bookings.
Rooms and Accessibility
A group rarely needs one identical room type.
Your requirements may include:
- Double and twin rooms
- Triple rooms
- Family rooms
- Interconnecting rooms
- Single rooms
- Accessible accommodation
- Cots or additional beds
- Different room categories
Single-room supplements and occupancy rules can materially affect the total price.
Children’s ages may also determine which rooms can legally or practically accommodate a family.
Deposits and Payments
Deposit amounts and payment deadlines depend on the suppliers and booking structure.
Some arrangements require a low initial deposit followed by further staged payments. Others require a larger commitment or immediate payment for flights and specific services.
We will confirm how payments must be made for your particular booking. Separate payments may be possible, but this should never be assumed until the process has been agreed.
Passenger Names and Information
Some suppliers allow names to be supplied later, while others require them when the booking is made.
The group should provide names exactly as shown on each traveller’s passport by the stated deadline. Passport, accessibility and dietary information may also be required.
Quotes and availability are not secured until the necessary booking has been confirmed and payment requirements have been met.
What if Someone Drops Out?
Changes are more complicated when a booking involves several travellers.
Removing one person could affect:
- The occupancy and price of a room
- The remaining travellers’ share of a villa
- A group rate or benefit
- A flight booking
- A transfer vehicle
- A cruise cabin
- A private activity or excursion
Flights and other elements may be non-refundable. Name changes may be allowed in some cases but can involve deadlines, supplier approval and charges.
A replacement traveller may be possible, but this cannot be promised before the booking terms are checked.
Every group member should understand their financial commitment before confirmation and arrange suitable travel insurance as soon as the booking is made. The lead organiser should avoid including people who are not ready to commit.
Jamie Wake Travel will explain the relevant cancellation and change terms before the group authorises the booking.
Are Group Holidays Cheaper?
A group holiday is not automatically cheaper simply because more people are travelling.
Airlines, hotels and tour operators use different group thresholds. Some suppliers may offer special terms, deposits, room rates or organiser benefits, while others price each flight and room from ordinary live availability.
Popular dates, scarce family rooms and limited flights can reduce the opportunity for discounts.
The value of arranging the holiday professionally may instead come from:
- Finding accommodation that works for the whole group
- Avoiding incompatible separate bookings
- Coordinating flights and transfers
- Comparing package and tailor-made options
- Sharing villa or transport costs
- Reducing unnecessary duplication
- Creating a more efficient itinerary
- Understanding the booking terms before committing
No discount, free place or supplier benefit should be treated as available until it appears in a specific quotation.
Jamie Wake Travel compares the total value of the trip rather than relying on a headline price or the word “group”.
Financial Protection and Support
The financial protection applying to a group holiday depends on exactly what has been booked.
When you buy an ATOL-protected flight or flight-inclusive holiday, you will receive an ATOL Certificate explaining what is protected and who is providing that protection.
ATOL does not apply to every travel service and is not a replacement for travel insurance.
Jamie Wake Travel is also a member of Protected Trust Services. Applicable customer payments are handled through its trust-account arrangements, with the protection for your particular booking explained before you commit.
Read more about package holiday protection before booking.
Jamie Says:
“The most important part of planning a group holiday is not choosing the hotel first. It is making sure everyone understands the budget, priorities and commitment before anything is booked.
A good group itinerary gives people shared experiences without forcing everybody to spend every moment together. Our job is to bring the travel arrangements together and make the options clearer for the person trying to organise it all.”

Frequently Asked Questions About Group Holidays
What is a group holiday?
A group holiday is a trip arranged for several people who already know one another and want to travel together. It could involve friends, extended family, a club, sports team, community group or people celebrating a special occasion. The arrangements may be booked as a formal supplier group, several linked packages or a tailor-made itinerary. It is different from an escorted group tour where individuals buy places and meet other travellers after booking. The best structure depends on the number of passengers, flights, rooms, destination and supplier terms.
How many people count as a group booking?
There is no single definition used across the travel industry. Airlines, hotels, cruise lines and tour operators set their own thresholds, which may begin at different numbers. Jamie Wake Travel’s tailor-made group holiday service is particularly suited to groups of nine or more people, but that does not mean every supplier will provide a formal group rate at nine. We may use a supplier group booking, linked reservations or a tailor-made package depending on which option provides the right availability, terms and protection.
Can members of our group fly from different UK airports?
Different departure airports may be possible where suitable routes and availability exist. Each airport can have different prices, flight times and booking terms, so the group may not receive one identical per-person price. Transfers must also be considered if travellers arrive at different times. We will compare whether separate departures can be coordinated sensibly and explain how each element is booked and protected. In some cases, one shared airport provides better value or a simpler journey, while in others meeting at the destination works well.
Can everyone pay separately for a group holiday?
Separate payments may be possible, but the exact process depends on how the holiday is booked. A formal supplier group booking, linked package reservations and a tailor-made package can each have different payment requirements. Before confirmation, Jamie Wake Travel will explain the deposit, balance schedule and how payments need to be coordinated. The group should nominate a lead organiser who can help communicate deadlines. Nobody should assume that individual instalments or different payment dates are available until they have been confirmed for the specific booking.
What happens if somebody drops out after booking?
The outcome depends on the supplier terms and the structure of the booking. Removing one traveller may change room occupancy, villa costs, cabin arrangements, transfers or the price payable by everyone else. Flights and other services may be non-refundable. A name change or replacement traveller may be allowed, but charges and deadlines can apply. Jamie Wake Travel will check the relevant terms before advising what is possible. Every traveller should understand their commitment before booking and arrange travel insurance as soon as the holiday is confirmed.
Can you arrange different room types and accessible accommodation?
Yes, we can search for a mixture of double, twin, triple, family, single and accessible rooms where suppliers offer them. We can also request interconnecting rooms, cots, additional beds and particular locations within a hotel. Room requests remain subject to supplier confirmation, and accessible requirements should be discussed before booking rather than added afterwards. Children’s ages, mobility needs and room occupancy rules can all affect which options are available. We will explain what has been confirmed and what remains a request.
Are group holidays cheaper than booking separately?
Not always. Some suppliers provide group rates, special deposits or added benefits, but these depend on passenger numbers, travel dates, destination and availability. A group may obtain better value by sharing a villa, using private transport or coordinating arrangements efficiently, even where the headline flight or hotel price is not discounted. Separate online bookings can appear cheaper but may leave travellers on different terms or without enough rooms and seats. Jamie Wake Travel compares the complete trip and does not promise a group discount until a supplier has confirmed it.
What types of group holidays can Jamie Wake Travel arrange?
We can arrange mainstream package holidays, beach resorts, villas, apartments, city breaks, cruises, celebration trips, family holidays, special-interest travel and multi-centre itineraries. Depending on the trip, we may also arrange private transfers, excursions, guides, dining or event-related requests. The service is designed for an existing group travelling together rather than individuals joining a scheduled group tour. Every enquiry begins with the group’s dates, budget, interests, departure airports and accommodation needs so that the most practical type of holiday can be recommended.
How far in advance should we book a group holiday?
Groups should generally begin planning earlier than couples or individual families because enough flight seats and suitable rooms must be available at the same time. Large villas, accessible rooms, family rooms, cruise cabins and peak school-holiday departures can sell particularly early. Starting nine to eighteen months ahead can be sensible for complex, long-haul or peak-date trips, although simpler holidays may be possible with less notice. You do not need every passenger name before the initial enquiry, but the group should have realistic dates, numbers and budgets.
What financial protection applies to a group holiday?
The protection depends on the arrangements booked. When a flight-inclusive holiday is ATOL protected, an ATOL Certificate will be provided showing what and who is covered. ATOL does not apply to every travel service and does not replace travel insurance. Jamie Wake Travel is a member of Protected Trust Services, and applicable payments are handled through its trust-account arrangements. The protection, supplier terms and booking structure will be explained before confirmation. Every traveller should still arrange suitable insurance covering cancellation, medical needs and the activities planned.
Ready to Start Planning Your Group Holiday?
You do not need to have every name, room and activity confirmed before speaking to us.
To begin, it helps to know:
The approximate group size
Adult and child ages
Preferred dates and flexibility
Likely departure airports
Destination ideas
Approximate budget per person
Preferred length of stay
Accommodation and room requirements
The reason for the trip
Any accessibility or dietary needs
We will use that information to identify the most suitable next steps and explain what needs to be decided before a firm proposal can be prepared.
Call 01495 400005 or complete our group holiday enquiry form.








