personal travel

What kind of traveler are you? I’m not a list checker and I always allow for time for serendipitous encounters. I sometimes stay in beautiful, 5-star properties, when I just want to relax and do-nothing but focus on wellness and recharging, and other times, 2- or 3-star properties when I want to really immerse myself in the destination and culture and I’m never in my room. It all depends on the group and level of interest, but all will provide an adventure!

Whatever your interests, I can help with individual or group itineraries, hotel bookings as well as my own hosted small group retreats to destinations I have personally been.

Ready to explore new horizons? Schedule your travel consultation today! Let me help craft your dream journey, tailor-made just for you and your group.

Group of five smiling women standing in front of a marketplace stall at an outdoor fair or market, with other people walking in the background and market stalls lining the street.

review

“I would follow Toby anywhere! I went with Toby and four other women to Bogotá in February, and it was so fun! Toby is one of those people who makes friends everywhere she goes. So she knew all the best restaurants in town, great places to shop, and her Bogotá friends (and bulldog) cooked us dinner and came with us to their favorite spots.

We did cultural things like walking history and graffiti tours; touristy things like visit the Salt Cathedral and the Sunday market in Usaquén; and fun local things like get our nails done by a local legend Norberto and have drinks at a rooftop bar. I really felt like I got to experience things that other tourists don't, while at the same time, I got to visit some of the sights that make Bogotá so amazing. And it was such a luxury not to have to worry about anything.

From airport pick up to transportation around the city to dinner reservations, Toby handled it all--beautifully, calmly, and with her great sense of humor.” ~ Anne

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Group of people standing outdoors on a deck, smiling, with a golden retriever dog in front of them, against a scenic backdrop of a lake, trees, hills, and a partly cloudy sky.

HOTEL BOOKINGS for INDIVUDUALS OR GROUPS

Group Travel Simplified

Complimentary

  • Negotiated rates from corporate relationships

  • Group coordination expertise from managing Fortune 500 programs

  • Perfect room blocks, seamless check-ins, group amenities

  • From family reunions, destination weddings, bachelorette/bachelor weekends, friend getaways, etc.

This service is ideal if you already know your destination, but even if you don’t, I can still help you find a great place to stay anywhere in the world.

I can do this for any size group as well as for corporate groups.

You provide the destinations, dates and number of rooms and room types, and I will provide 3 hotel options for you. Once selected, I will reserve everything for you and provide the hotel the rooming list. I can do both domestic locations and international.

planned and hosted SMALL GROUP RETREATS

Intimate adventures, personally hosted

Groups of 5 - 15 people - rates depend on destination, activities, etc.

  • I personally scout, plan, and host every retreat

  • Destinations I know intimately

  • Perfect group size for meaningful connections

  • Unique experiences you can't book elsewhere

Join me on intimate, small-group travel retreats to destinations I know and love. Places I’ve explored myself and can’t wait to share with you. These hosted journeys go far beyond sightseeing, offering unique experiences like kayaking through L’Isle-sur-la-Sorgue, hiking the misty trails of Sintra, sailing the Greek islands, or biking through lavender fields in Bonnieux. You’ll meet locals, some are my dear friends, dine in their homes, sip wine in ancient villas, and uncover hidden gems like a secret speakeasy overlooking the entire city of Bogotá. Each retreat is thoughtfully curated and led by me with a private guide, blending adventure, culture, and connection in unforgettable ways.

Destinations that I have hosted:

Colombia - France - Portugal - Greece - Sardinia - Italy - Spain - Mexico - USA - California Wine Country

What a typical retreat includes

  • $500 non-refundable deposit

  • Lodging

  • Most meals

  • 4* Boutique Hotels

  • Activities

  • Local Guide

  • Transportation to/from airport to hotel

  • Transportation to all activities and meals

  • Tips

  • Zoom Calls with Toby pre-trip to answer questions

What a typical retreat DOES NOT include

  • Flights

  • Travel Insurance

  • Visas (if applicable)

Donkey standing in a narrow, cobblestone street with white buildings and stairs in a hillside town.
Vineyard with dormant grapevines under cloudy sky, green grass between rows, and distant trees.
Modern building with wooden exterior and large glass window, set against a mountainous landscape with dry grassy terrain and sparse trees.
A marina with sailboats docked on calm water, sailboats with masts, and residential buildings under a bright blue sky with white clouds.
Four friends taking a selfie in a restaurant with a colorful mural of a woman with flowing hair in the background. The group is smiling and making peace signs, with various drinks and condiments on the table.
Group of four people smiling and posing in front of a llama in a busy outdoor plaza with historic architecture and many market stalls.
Two people smiling for a selfie, one man with dark hair wearing a dark jacket and patterned shirt, and one woman with reddish hair, wearing an orange top and white cardigan, in a room with curtains and shelves in the background.
Three women wearing sunglasses smiling for a selfie outdoors with a cityscape in the background.
Three women and one boy smiling and taking a selfie together.
A woman and boy smiling and taking a photo together at an outdoor event. The boy is holding a small camera, and the woman is laughing. Other people are walking by in the background.
Two women smiling and taking a selfie together in an indoor setting with heart and colorful decorations hanging above.
People standing and sitting inside a rustic indoor space with yellow and blue painted walls, dirt floor, and chain-link fencing overhead. Several individuals are taking photos or videos, with some sitting at tables with bottles of beer.
Three women smiling and taking a selfie inside a store or wine shop, with shelves of wine bottles in the background.
Three men smiling at a social gathering, with other people in the background, photographs on the wall, and a window nearby.
Four women smiling for a selfie in a bright, spacious indoor hallway with tall yellow walls and large windows.
Infinity pool overlooking a landscape of trees and mountains under a clear blue sky.
Group of nine people sitting around a dining table outdoors under a large umbrella, with food and drinks, in a stone-walled setting.
A smiling woman taking a selfie while kayaking with a man on a river surrounded by trees.
Person with blonde hair riding a bicycle on the side of a road, wearing all white clothes and red shoes, with legs spread wide apart, and casting a shadow on the pavement.
People gathered in a wine cellar, looking at a display of black and white photographs on a wooden plank placed on wine barrels, with large wine barrels in the background.
A smiling woman riding a light blue bicycle on a suburban street, wearing a pink t-shirt, denim shorts, and black sneakers, with trees and a parked car in the background.
A large outdoor fire pit with burning logs and orange flames in an urban setting.
A field of blooming tulips behind a rocky fence and a wire fence, with trees and a barn in the background under a clear blue sky.

Contact ME

Interested? Fill out some info and I will be in touch shortly. I can’t wait to hear from you!