• The Team

    Eric Riley

    Travel Advisor — Nonprofits, Corporate & Group Travel

    Based in Florida

    • A Note From Eric

    Let's plan something worth remembering.

    Travel has been part of my family's story for years, and I officially stepped into planning travel professionally by helping my wife, Sarah Riley, serve her Travel Squad Vacations clients across the United States. What started as helping behind the scenes quickly grew into a passion for designing trips that create real impact—especially for organizations and teams that want their travel to do more than just check a destination off the list.

    From my home base in Florida, I specialize in working with nonprofits and 501(c) organizations to raise money through cruise fundraisers and group getaways, as well as planning corporate and business travel such as company retreats, training retreats, incentive trips, and group travel. This includes MICE travel — Meetings, Incentives, and Events — for corporate groups that want their program to feel designed, not just booked.

    If you're planning a nonprofit cruise fundraiser or group trip to destinations like Mexico, Jamaica, or Caribbean all-inclusive resorts—or you're organizing business travel, a corporate retreat, or incentive travel for your team anywhere in the U.S.—I'd love to hear about it and help you bring it to life.

    — Eric

    • What I Plan

    Where I'm most in my element.

    Nonprofit Cruise Fundraisers
    Corporate & Group Travel
    Incentive & Retreat Planning
    MICE Travel Planning
    Caribbean & All-Inclusive Resorts
    • The Portfolio

    Trips I've loved.

    A small sample of the journeys I've designed — and the moments that still make me smile.

    Alaska · With the Family

    Alaska · With the Family

    The untouched beauty, wildlife, and quiet spaces make you feel completely at one with the earth—one of my absolute favorites.

    Greece · History & Culture

    Greece · History & Culture

    Greece pulled me in with its deep history, vibrant culture, and incredible food—the fresh olive oil alone is worth the trip.

    Scotland · The Highlands

    Scotland · The Highlands

    Life slows down in the Highlands, with castles, standing stones, and story-filled landscapes everywhere you look.

    Caribbean · Group Travel

    Caribbean · Group Travel

    A Caribbean cruise showed me how powerful it is to unpack once and still wake up in a new destination every day—perfect for nonprofit cruise fundraisers.

    Mexico & Punta Cana · All-Inclusives

    Mexico & Punta Cana · All-Inclusives

    All-inclusive resorts in Mexico and Punta Cana are some of my favorites for families and groups—everything is taken care of so you can relax and connect.

    • Next Step

    Let's plan together.

    Tell me a little about the trip you're dreaming of, and I'll be in touch within two business days.

    Prefer email? Reach Eric directly at eric@travelsquadvacations.com

    Ready when you are — no pressure, no commitment.

    Start Planning

    Ready to travel better?

    Tell us where you're dreaming of, and one of our advisors will be in touch within two business days.

    813.467.6679

    Mon – Fri 9 AM – 6 PM · Sat 9 AM – 5 PM

    Question 1 of 6

    What kind of trip are you planning?