Cruise Specialist · Independent Travel Advisor · The Villages, Florida

A pin on the map
isn't just a place —
it's a story.

I'm Leah Rogers, and I plan cruises — exclusively. From a first weekend sailing to a bucket-list world cruise, I build the itinerary the way I'd build my own, because I'm booking as a Royal Caribbean loyalist myself.

Leah Rogers, your PinPoint Travel cruise specialist Leah Rogers
Your Cruise Specialist

My Story

It started with a move I didn't ask for.

The summer before my senior year of high school, my family packed up and moved to Tokyo. What felt disruptive at seventeen turned into three of the most formative years of my life — exploring Japan and the rest of Asia, discovering Australia and New Zealand, and building a soft spot for Tahiti and Oahu that I've never quite gotten over.

Years later, while finishing my MBA, I planned what was supposed to be a two-day study trip to Lyon. It became a ten-day solo trip through London, Paris, Lyon, and Brussels — every hotel, café, and afternoon researched and chosen on purpose. That trip is where I realized travel planning wasn't a chore I tolerated before a vacation. It was the part I loved most.

Today I'm a full-time professional, a single mom, and a fiercely loyal Royal Caribbean cruiser. Somewhere along the way, cruising became the trip I kept coming back to — and eventually, the only kind of trip I plan professionally. Every itinerary I build gets the same intention as that ten-day solo trip, whether it's your first weekend cruise or a milestone sailing you've been saving for.

Leah Rogers and a friend enjoying a Perfect Day at CocoCay
Leah Rogers and a friend on a cruise port day
Leah Rogers and a friend at a show
Leah Rogers on a cruise ship balcony at sea
Cruise ships in port
A tropical drink at Celebration Key, Grand Bahama
A towel animal styled with sunglasses
A towel animal styled with sunglasses

Why Book With Me

Four things you get that a search engine can't offer.

01

Cruise-Only Expertise

I don't split my attention across resorts and land tours — cruising is the only thing I plan, so I plan it well.

02

Cabin-Level Detail

Deck location, cabin category, dining time — the details that make or break a sailing, sorted before you board.

03

Every Major Line

Backed by Cornerstone Collective Travel's relationships across every major cruise line — booked at no extra cost to you.

04

Protected Bookings

Your trip is booked through licensed, bonded travel industry channels — so your investment is looked after.

Cruise Specialties

Every sailing gets its own stamp.

Caribbean & Bahamas

Weekend getaways to two-week island-hoppers — the itinerary most people start with, done right.

Alaska & Pacific Northwest

Glacier routes and shore excursions matched to how much adventure you actually want on land.

European River & Ocean

Mediterranean coastlines and river routes through the cities I fell in love with myself.

Family & Multi-Gen Cruises

Cabin configurations and ship choices so grandparents, parents, and kids all have a good week — at the same time.

Solo Cruising

Planned from experience — I've taken the solo trip and know how to make yours feel safe and unforgettable.

Group Cruises & Charters

Reunions, girls' trips, and celebrations at sea — one point of contact so nobody plans by committee.

Preferred Cruise Lines

Booking relationships across the major lines.

Celebrity Cruises
Carnival Cruise Line
Margaritaville at Sea

Royal Caribbean is home turf — I'm a loyal cruiser with them myself — with booking relationships across every line above and beyond.

Get A Quote

Tell me where you're headed.

Fill this out and I'll follow up personally — usually within one business day. No obligation, no pressure, just a plan.