Small ships. Small groups. Big experiences.
Escape the Crowds. Discover the Extraordinary.
Curated small-scale journeys, from intimate ships to thoughtfully designed small group adventures.
I transform travel wishlists into unforgettable journeys, pairing expert guidance with exceptional partners to create experiences that go deeper, feel more personal, and leave lasting memories.
Ready for travel that’s richer, deeper, and crowd-free?
Get your exclusive guide, A Curious Traveler’s Guide to Immersive Adventures — expert insight into small-scale travel experiences, from intimate cruises to thoughtfully designed small group journeys.
EXPERT GUIDANCE
PERSONALIZED ITINERARIES
EXCLUSIVE RECOMMENDATIONS
Hello, I'm Rebecca
You’re in the right place if…
You crave experiences, not crowds.
Whether you’re an empty-nester, a curious solo traveler, or planning a meaningful trip with family or friends, you’re drawn to journeys that feel personal and thoughtfully designed.
You want to explore remarkable places, stay in hotels and ships chosen for quality over quantity, and experience destinations without worrying about logistics or details.
You value immersive travel, attentive service, exceptional food, unforgettable places, and the freedom to be fully present.
And you understand that working with an expert brings better access, deeper insight, and a trip that truly reflects you.
Rebecca Fitzpatrick-Yancey
Discover Your Small-Scale Travel Type
There's more than one way to travel well.
This guide helps you explore the different ways to experience the world on a smaller scale - from intimate ships to thoughtfully designed small group journeys - and discover which approaches align best with how you like to travel.
You may find yourself drawn to one style, or you may discover that several fit, depending on the destination and the moment you are celebrating.
Designed for curious travelers who value depth, access, and thoughtful planning.
MILESTONES & MONDAYS:
YOUR GATEWAY TO EXTRAORDINARY TRAVEL
EXPEDITION CRUISES
Iconic destinations, smaller ships, immersed in nature & science, and up close to wildlife with incredible adventures included.
SMALL GROUP ACTIVE VACATIONS
Itineraries and logistics taken care of so you can explore and enjoy the adventure - from the US National Parks to New Zealand and Patagonia, with departures for adults-only, families (with various ranges of age groups) and women only.
SMALLER PREMIUM & LUXURY CRUISES
Known and exotic destinations on a smaller scale, enhanced with luxurious indulgences to make to your trip even more spectacular.
RIVER CRUISES
From the iconic rivers of Europe, to the historic waterways of the US and the exotic rivers of Asia, South America, Africa, & beyond these smaller river cruise ships offer the perfect mix of adventure and luxury for the curious and active traveler.
THE BENEFITS OF PARTNERING WITH
A TRAVEL ADVISOR
When you DIY, you take on risks—some small, but others, like major home projects or even a haircut, just aren’t worth it.
The same goes for travel planning, especially the international journeys, small-ship cruises, and immersive adventures featured by Milestones & Mondays Travel.
Going it alone means handling all the complexities and risks yourself.
Partnering with a dedicated travel advisor brings unmatched value—expert guidance, custom itineraries, and personalized support.
Together, we’ll craft each detail around your unique interests, so you can skip the guesswork and focus on what really matters: enjoying an unforgettable adventure.
LUXURY TRAVEL FOR FAMILIES & GROUPS
02
The Hidden Stresses of Vacation Planning: Navigating the Journey to Relaxation
Discover why vacation planning can be more challenging than it appears. From information overload to the pressures of FOMO, dive deep into the complexities of planning that perfect getaway and learn how to make it smoother.
Does using a professional travel agent or advisor cost more than planning your own vacation?
Think booking with a travel agent is expensive? Dive into our comprehensive analysis revealing how travel agents offer not just cost-effectiveness, but unparalleled value and unique travel inclusions. Discover the true essence of curated travel experiences.
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3 STEPS TO YOUR NEXT BEST VACATION
1
DISCOVERY CALL
A short call to discuss your travel dreams and a bit about my process before you choose to hire me.
2
COLLABORATION
You share additional details about you and your travel style and I will provide you with options for your trip that align with your travel style
3
VACATION TIME
From booking the selected trip, providing valuable predeparture information, supporting you during travel and following up upon your return home, I am here for you so you can focus on your adventures.
WHERE TO NEXT?
These are just a few of the many destinations I send my clients to
Antarctica, South Georgia and the Falklands
Australia, the Kimberley, New Zealand, Expedition, Adventure Travel, Small Group Active Travel
Expeditions in Baja California, Mexico, Wildlife, Whales, Birdwatching, Photography
Expedition in Hawaii
Small group active travel in the US National Parks
Exploring Alaska, Wildlife, Expedition Cruise, Small Group Active Travel
Safari, Africa River Cruise, Small Group Active Adventure
Expedition Cruise, Northern Lights, Aurora Borealis, Norway, Sweden, Finland, Iceland, Canada, US, Greenland (Denmark)
Galapagos Expedition, Wildlife, Marine Iguanas, Giant Tortoise, Small Group Active Travel
French Polynesia, South Pacific, Fiji
Rebecca's Travel Talk
