If you can dream it, I can plan it.

GROUPS

SMALL AND LARGE GROUP BOOKINGS

Clients of mine celebrated several birthdays at the incredible Beaches family resort in Negril, Jamaica

Types of Groups or reasons you may want to travel with with a group:

  • Sports groups
  • Bachelor / Bachelorette party
  • Anniversary
  • Family reunions
  • Special Interest groups
  • Milestone Birthdays
  • Church Group
  • Cultural Group
  • Seniors Club
  • Mom groups
  • Gardening and Book Clubs
  • University and Alumni Groups
  • Work friends
  • Teachers/First Responders

 

There are many benefits a group trip

  • As the organizer, you may be able to travel for free – lean more HERE
  1. Shared Experiences = Stronger Bonds
    Traveling together creates unforgettable memories and deeper connections — whether it’s with friends, family, coworkers, or like-minded strangers.
  2. Special Discounted Group Rates
    In some cases there are group discounts available.
  3. Special Group Amenities, Perks and Benefits
    Hotels, airlines, cruises and tour operators often offer discounted rates, complimentary upgrades, or added amenities (like private transfers, drinks or special dining excperiences) when booking as a group.
  4. Travel for Free
    As the organizer (including bride/grooms), you may be eligible for free accommodations or other elements of your vacation – learn more HERE
  5. Personalized Itineraries for Everyone
    You can mix group activities with free time, so there’s something for every personality — from adventurers and foodies to beach lovers and history buffs.

  6. Less Stress, More Fun
    When a travel advisor handles the logistics (flights, accommodations, activities, transportation), the group gets to enjoy the trip instead of worrying about who’s coordinating what.

  7. Easier Budgeting with Payment Plans
    Group trips often offer flexible payment options, making it easier for everyone to participate without financial pressure.

  8. Built-In Community
    For solo travelers or smaller parties joining a larger group, it’s a great way to meet new people with similar interests — and possibly new lifelong travel friends.

  9. Special Experiences Just for Groups
    From private chefs and yacht charters to after-hours museum access or VIP tastings, groups often unlock access to experiences you can’t book as an individual traveler.

The Urban Traveler specializes in crafting seamless group travel experiences, expertly handling the logistics of multi-city departures to both domestic and international destinations.

We understand that organizing travel for a group — whether it’s friends, family, colleagues, or a special event — can quickly become overwhelming. That’s why our focus is twofold: eliminate the stress of planning and coordination, and maximize the fun, memorable moments that bring people together.

From securing the best flights and accommodations to curating personalized activities, exclusive tours, and once-in-a-lifetime experiences, we ensure that every member of your group enjoys a journey that’s effortless, exciting, and truly unforgettable.

 

Here are some FAQs I drafted to help answer some questions that may come up when deciding to plan a group trip

QUESTION: How far in advance should we start planning a group trip?
Answer: Group travel requires extra coordination, especially with flights, accommodations, and activities. I recommend starting at least 8 to 12 months in advance, depending on the size of your group and the destination.

QUESTION: Can we all depart from different cities and still be on the same trip?
Answer: Absolutely! I specialize in coordinating multi-city departures, ensuring everyone arrives at the destination smoothly, whether traveling from across Canada, the U.S., or internationally.

QUESTION: Do you offer group discounts on flights, hotels, or tours?
Answer: Yes! Through my industry partnerships, I can often access group rates, special perks, and exclusive amenities that aren’t available when booking individually.

QUESTION: How do payments work for group trips?
Answer: Each traveler can often pay individually through a customized payment plan, or one person can act as the main point of contact. I offer flexible options to make the process easy and organized.

QUESTION: What happens if someone in the group needs to cancel?
Answer: Life happens! I make sure the group booking terms, deadlines, and travel insurance options are clearly explained upfront, so you understand cancellation policies and protect your investment.

QUESTION: Can you help organize special activities or private events for the group?
Answer: Definitely! I can arrange private tours, group dinners, excursions, or even special touches like a sunset cruise, wine tasting, or customized welcome gifts — experiences that turn a great trip into an unforgettable one.

If you would like to explore your vacation or trip needs with me, let’s set up a 15 minute consultation call and let’s work together.

 

Jasmin “Jazz” Linton, The Urban Traveler

Please connect at:

TheUrbanTraveler@gmail.com

Visit me on Instagram @Urban_Traveler

Visit me on Facebook: /TheUrbanTraveler