Together , Your Way.

Seamless group travel shaped around shared moments and meaningful places.

Bringing People Together — Seamlessly

Thoughtfully planned group journeys, designed around connection, ease, and shared moments.


From milestone celebrations to meaningful reunions, Latitude & Leisure designs group travel that feels personal, polished, and effortless — even when the logistics are anything but. Whether you’re gathering family, friends, or a shared community, we handle the details so you can focus on being present.

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Not All Groups Travel the Same Way

Every group has its own rhythm, priorities, and personalities. Instead of one-size-fits-all itineraries, we design group journeys that flex — creating space for togetherness and individual choice.

Ways groups travel with us:

Multi-generational journeys designed to work beautifully for every age and pace.


We specialize in trips where grandparents, parents, teens, and little ones can all feel considered—without compromise. Thoughtful pacing, flexible activities, and well-chosen accommodations allow families to gather with ease while still enjoying personal space.


Ideal for:

  • Family reunions & milestone birthdays
  • Anniversary celebrations
  • Heritage & roots-focused travel
  • Multi-home or multi-branch families

What we handle: lodging blocks, age-appropriate activities, private guides, transportation coordination, and optional downtime built in.

Shared adventures shaped by connection, not schedules.


From longtime friends traveling together to social groups united by a shared love of food, culture, or exploration, these journeys balance collective experiences with the freedom to explore independently.


Ideal for:

  • Friends’ getaways & annual trips
  • Interest-based groups
  • Informal social travel
  • “We’ve talked about this for years” trips

What we handle: activity planning with opt-in flexibility, dining reservations, accommodations that support gathering, and smooth logistics from arrival to departure.

Travel designed to honor life’s most meaningful occasions.


When the reason for travel is deeply personal, the planning should feel intentional—not stressful. We create celebration journeys that feel elevated, seamless, and worthy of the moment.


Ideal for:

  • Milestone birthdays
  • Engagements & pre-wedding travel
  • Retirement celebrations
  • Once-in-a-lifetime experiences

What we handle: special event coordination, elevated accommodations, private experiences, celebratory touches, and timing that allows the moment to breathe.

How Group Travel Works With Latitude & Leisure

Group travel doesn’t need to feel complicated — it just needs the right structure.


Here’s how we make it seamless:

  • One dedicated point of contact
    No email chains, no confusion, no fragmented communication.
  • Thoughtful itinerary design
    Shared experiences balanced with free time and optional activities.
  • Flexible rooming strategies
    Couples, solos, families, and friends — all thoughtfully accounted for.
  • Individual payments, simplified
    Guests can pay separately while you maintain clarity and control.
  • Clear timelines & reminders
    Deposits, deadlines, and next steps handled with ease.
  • On-the-ground support
    So when questions arise, you’re never navigating alone.


The result? A group experience that feels calm, cohesive, and genuinely enjoyable.

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Sample Group Journeys

A multi-generational family gathering in Italy, centered around a private villa, shared meals, and guided village experiences.
A friends’ river cruise celebrating a milestone birthday, with space to explore together and apart.
A golf-focused journey across Scotland’s most iconic courses.
A dive-inspired escape pairing flexible days with shared sunset dinners.
A Caribbean celebration blending beachfront relaxation with curated excursions.



Every group journey begins with a conversation — and is shaped entirely around the people traveling.

Let’s Bring Your Group Together

Whether you’re gathering a few close friends or coordinating a larger celebration, we’ll help you create a journey that feels effortless from the very first conversation.

  • What qualifies as group travel?

    A group journey typically includes 8 or more travelers coordinating flights, accommodations, and shared experiences around a common purpose — whether that’s a family reunion, milestone celebration, friends’ getaway, or special-interest trip.


    For larger groups, additional planning tools, contracted space, and exclusive experiences often become available — and that’s where thoughtful coordination makes all the difference.

  • How is group travel different from booking individually?

    Group travel is about alignment and ease, not just numbers.


    With Latitude & Leisure, group journeys may include:

    • Coordinated arrival and departure planning
    • Group-only rates or amenities when available
    • Shared experiences such as private tours or dedicated guides
    • A centralized communication hub for the entire group
    • Flexibility for travelers who want togetherness and independent time

    You enjoy the benefits of traveling together — without the stress of managing details on your own.

  • How does communication work for group trips?

    Each group receives a dedicated private group webpage, designed to keep everything organized and accessible.


    This may include:


    • A master itinerary view for the group
    • Real-time updates and important travel notices
    • Optional app-based access for travelers who prefer mobile itineraries
    • A single source of truth for schedules, documents, and reminders

    No long email chains. No confusion. Everyone stays informed — before and during travel.

  • Will a Latitude & Leisure advisor travel with the group?

    Most group journeys do not require an advisor to travel with the group — and in many cases, travelers prefer it that way.


    Instead, we focus on:

    • Detailed pre-departure planning
    • Seamless coordination behind the scenes
    • Clear communication channels during travel
    • Trusted local partners and guides at your destination

    If an escorted experience is requested or required, that can be discussed during planning — but our role is to ensure everything works smoothly whether we’re physically present or not.

  • What are contracted rooms, and how do they work?

    For some group journeys, accommodations may be secured through a contracted room block—a set number of rooms reserved specifically for your group, often at a negotiated rate or with added benefits.


    Contracted rooms can offer advantages such as:

    • Consistent pricing for the group
    • Priority availability during peak travel periods
    • Potential added value like breakfast, upgrades, or amenities (when available)
    • Greater protection against hotels selling out

    In other cases, a courtesy (non-contracted) room block may be the better fit. This option allows rooms to be held without a formal contract, offering more flexibility but fewer guarantees around rate and availability.


    We’ll work closely with you to understand your group’s size, timing, destination, and priorities—and recommend whether a contracted or courtesy room block will best support your plans. Once any reserved inventory is filled or released, additional travelers may book accommodations based on current availability and pricing.


    Our goal is always to balance flexibility, value, and peace of mind—so your group can move forward with clarity and confidence.

  • Can travelers opt out of group activities?

    Absolutely.

    The best group trips allow space for both connection and choice.


    While some experiences may be shared highlights, itineraries are designed to allow:

    • Optional activities
    • Free time built into the schedule
    • Different pacing for different travelers

    Togetherness should feel natural — never forced.

  • Are special experiences available for groups?

    Often, yes. Depending on destination and group size, we may arrange:

    • Private tours or guides
    • Exclusive dining experiences
    • Group transportation
    • Special access or behind-the-scenes moments

    These enhancements are discussed during planning and tailored to your group’s interests, priorities, and budget.

  • When should we start planning a group trip?

    Ideally, group planning begins 6–12 months in advance, especially for:

    • Peak travel seasons
    • Large or multi-generational groups
    • Destinations with limited availability
    • Trips requiring contracted space or special experiences

    Earlier planning provides the greatest flexibility — and the best experience for everyone involved.