Retiro Trips

Join us on a small group trip

Stress free travel with fellow travelers - just pack your bags!

  • A pink stucco house exterior with a dark wooden door, a decorative white angel face above the door, a lantern light fixture above the angel, shadows of palm leaves on the wall, two utility meters in a small recessed area, and a window with a black wrought iron railing.

    Mexico City

    Feb 12th-15th 2027 l 6 nights/ 7 days

    $1,595/ person -Shared Room (Double Room)
    $1,945/ person - Own Room (Single Room)

    Escape to Mexico City for a vibrant long weekend designed just for women ready to explore, connect, and indulge. Dive into the city's soul with a colorful boat tour through the canals of Xochimilco, a visit to the iconic Frida Kahlo House in Coyoacán, and a walking tour through the historic city center. Bookend your adventure with a welcome and farewell dinner alongside your new travel sisters, because the best memories are made over good food and great company. Curated so all you have to do is show up and soak it all in.

  • Split view of two scenes: on the left, an ornate classical marble fountain with sculptures, and on the right, a hillside of colorful buildings overlooking the sea.

    Italy - Rome/ Tuscany

    May 9th - 15th 2027 l 6 nights/ 7 days

    $3,350/ person -Shared Room (Double Room)
    $4,050/ person - Own Room (Single Room)

    An effortless escape through Italy.
    Indulge in a thoughtfully curated journey from Rome to Tuscany - where every detail is handled, from boutique stays and private guides to elevated dining and exclusive experiences. Travel in style, connect deeply, and savor Italy.

  • Summer Time Chi - August 2027

    Enjoy a fun and stylish summer getaway in Chicago, filled with a mix of relaxation, exploration, and memorable experiences. This curated itinerary offers a balance of city highlights, social moments, and time to unwind. Explore vibrant neighborhoods, enjoying great food and drinks, and taking in the energy of the city, with flexibility built in for personal preferences and spontaneous plans!

  • A street scene viewed through a large archway, with an art market on the sidewalk featuring paintings and drawings, and historical buildings with balconies and shutters in the background.

    Spain - Madrid/ Barcelona

    Sept 4th - 10th 2027 l 6 nights/ 7 days

    $3,350/ person -Shared Room (Double Room)
    $4,050/ person - Own Room (Single Room)

    Two iconic cities. One seamless journey.
    Discover the heart of Madrid and Barcelona with a curated small group trip featuring an authentic paella dinner, a lively flamenco show, guided city walks, a tapas tour, beach day and boutique stays. Every detail is planned; so you can simply enjoy the rhythm, flavor, and soul of Spain.

  • A brick sidewalk lined with trees and residential buildings, with an American flag hanging outside one of the buildings, and fallen leaves on the ground.

    Weekend In Boston/ Salem - Oct 2027

    2 nights/ 3 days

    Fall in love with Boston this October.
    Join us for a cozy autumn weekend in one of America’s most historic (and charming) cities. Wander cobblestone streets, take in crisp harbor views, and soak up the season’s best — from colorful foliage and warm cider to iconic landmarks and local eats. Perfectly timed for peak fall vibes, with everything thoughtfully planned for a relaxed, memorable escape.