Sarah Sanfilippo, Travel Agent in Oconomowoc, WI

Sarah Sanfilippo

Oconomowoc, WI Travel Agent
Super Agent

Sarah Sanfilippo

Oconomowoc, WI · 4 Years of Experience

A full-service Travel Leaders Associate Agency
5.0
(26)
100% Recommended
Sarah took all the stress out of planning our Disney trip! This was our first trip to Disney World in over 10 years and we knew... Read More >
About
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries

Areas of expertise

Destinations:

Antigua & Barbuda, Bahamas, Alaska, Florida, Disneyland

Interests:

Cruises, Disney Vacations, Groups, Honeymoons, Theme Parks

Suppliers:

Celebrity Cruises, Disney, Disney Cruise Line, Princess Cruises®, Sandals Resorts

About Me

Disney, Cruise, Alaska and All-Inclusive Advisor

Behind the Disney Magic - Sarah’s unique perspective comes from her experience as a Disney Cast Member. Her insider knowledge of the magic that makes every Disney vacation truly exceptional. This background provides Sarah with an unparalleled understanding of how to tailor magical moments. Cruise Connoisseur - A seasoned cruiser, Sarah has explored multiple cruises lines. Her wealth of cruise know-how means she can match you with the perfect voyage, from romantic getaways to family adventures at sea. Alaska Expert - Sarah has experienced Alaska on a cruise, accumulating insider tips on the best sights, activities, and travel seasons. You have an experienced guide to one of the world’s most awe-inspiring destinations. Mexico and Caribbean Explorer - Having visited Mexico and multiple Caribbean island, Sara offers intimate insights into the best beaches, local cultures, and hidden gems. Sarah knows exactly how to bring your Caribbean dreams to life.

My Travel Specialties

Walt Disney World

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Walt Disney World
Over the years I have had the privilege to go on multiple Walt Disney World Vacations in Florida and I was fortunate to be able to work at Walt Disney World as an attractions host in EPCOT. I’ve stayed at or visited almost every Walt Disney World resort in Orlando and I like trying new restaurant...Read More ▶

Ocean Cruise Specialist

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Ocean Cruise Specialist
Disney Cruise LineDisney Cruise Line was my first cruise. I sailed out of Port Canaveral to Nassau and Disney’s private island Castaway Cay. I chose Disney Cruise Line because I wanted to experience the ‘at sea’ experience that can be added to a Walt Disney World vacation. ...Read More ▶

Alaska Cruise Specialist

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Alaska Cruise Specialist
In Fall 2024 I sailed Princess Cruises to Alaska. I had completed my (certification name) and was offered an educational cruise. It was a great opportunity to experience the product firsthand. We sailed roundtrip from Seattle, WA which is a typical Alaska cruise itinerary. Princess Cruises is the...Read More ▶

Universal Parks & Resorts

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Universal Parks & Resorts
Universal is a great theme-park experience! I have visited and stayed at Universal multiple times and I love going back to try new things. If you like Harry Potter, as much as I do, this is a must on any fan's bucket list. Make sure you pack your wand! But the fun doesn’t stop there, thril...Read More ▶

Certified Sandals Specialist

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Certified Sandals Specialist
In the fall of 2023 I completed the Certified Sandals Specialist program consisting of 21 modules that taught me about the 18 Sandals resorts throughout the Caribbean. Upon completion I was invited to visit the Sandals Royal Curacao where I had intensive three day on site training. While staying ...Read More ▶

Disney Cruise Line

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Disney Cruise Line
Disney and cruising are the perfect combo making Disney Cruise Line, "Where Magic Meets the Sea". Imagine enchanting entertainment, spacious staterooms, imaginative youth clubs, pools and recreation, a variety of dining options and, for the adults, nightclubs and lounges. When I sailed on ...Read More ▶

Disneyland Resort

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Disneyland Resort
If you are a Disney fan, then Disneyland Resort is a must visit! Disneyland has two theme parks and three resorts and, it is nothing short of amazing! Though smaller than Walt Disney World, Disneyland Resort is a great vacation for beginners looking for a taste of the Disney magic. Disneyl...Read More ▶

Group Travel Specialist

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Group Travel Specialist
There is nothing more fun than helping large families and groups of friends travel together! There can be a lot of moving parts from transfers to hotel rooms as well as group activities or special events and I am here to help manage them all. As part of the Travel Leaders Group Specialist ...Read More ▶

Disney, Cruise, Alaska & All-Inclusive Advisor

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Disney, Cruise, Alaska & All-Inclusive Advisor
Behind the Disney MagicSarah’s unique perspective comes from her experience as a Disney Cast Member. Her insider knowledge of the magic that makes every Disney vacation truly exceptional. This background provides Sarah with an unparalleled understanding of how to tailor magical moments, whe...Read More ▶

REVIEWS

Rating: 5.0
26 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 26 reviews

Disney World Trip
Reviewed By LB - Hartland, WI | Traveled to Orlando ~ Florida ~ USA
Sarah took all the stress out of planning our Disney trip! This was our first trip to Disney World in over 10 years and we knew a lot had changed. She was able to help navigate all the nuances of planning and was so incredibly organized. You can tell she is passionate about Disney and making your trip memorable. She followed up after our trip and was genuine in wanting to hear all about it. She was so easy to work with and I would highly recommend her to anyone looking to help ease the stress of traveling these days!
✓ I would recommend this agent to my family and friends.
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Alaska - Land and Cruise (in that order) Sept 3-16, 2026
Reviewed By ToddandKatieM - Waukesha, WI | Traveled to Alaska | USA
When we first called your office in the fall of 2025, we only had an idea of traveling to Alaska - no firm details in our minds. Only that we wanted to go.// Sarah picked up the phone, and was helpful from Day 1. I think that because she had traveled there herself, she could speak very clearly into both the land and cruise portions of the trip, and what the highlights of each could be. We decided to do the land first and cruise last - for relaxation purposes. Our excursions were wonderful and everything ran on time. Sarah had given us helpful details and advice of how to structure our time along each stop. // Our Denali day trip in the park was fantastic. This has nothing to do with Sarah, but we certainly were excited when our group got to witness lots of wildlife there - caribou/reindeer, moose and its baby, a grizzly bear, sheep on the hillsides, magpies, eagles, and a distant (but clear) shot of Mt McKinlay. // This is nobody's fault, but members of our group began getting sick, including me. Some sort of respiratory thing. I'm afraid it put a damper on our vacation time, as you can imagine. // The cruise ship was lovely and we thoroughly enjoyed how much entertainment they provided. Lots of music as well as trivia contests. The food was good and plentiful, and staff were friendly and helpful. They even provided a special dessert one night for my husband's and my 45th wedding anniversary. // One criticism of the ship itself is that when they make announcements, the announcers can be very difficult to understand. // So, a big thank you goes out to Sarah and her planning. Each detail was much appreciated as our group wasn't exactly tech-savvy and she answered all of our questions. As a side note, how in the world would anyone take a trip these days without a phone, an app, etc? That's a bit frustrating to some of us 65-plus folks. Anyway... We would not hesitate to use your services again. Thank you. KM
✓ I would recommend this agent to my family and friends.
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First Cruise but NOT our last!!
Reviewed By Tracy - Beaver Dam, WI | Traveled to Alaska | USA
We were inexperienced cruisers and Sarah helped me start planning our trip a year in advance. She was knowledgeable and answered every question along the way. I truly appreciate her recommendations which helped to make this trip so enjoyable. I would HIGHLY recommend her to anyone that was looking for these services!!
✓ I would recommend this agent to my family and friends.
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Family Cruise
Reviewed By Brian - Jefferson, WI | Traveled to Greece | Europe
Sarah was our agent whom I worked with. She was extremely helpful in helping select the best cruise vacation our family was looking for. She helped with all the transports from the airports to hotels and to the Port of departure. She helped us book flights with the air travel group and made awesome recommendations for our flex days before and after the cruise. The detailed travel package/app access had all the minor details lated out for easy of use. We will definitely use her for future travel. Thanks for making our trip awesome!
✓ I would recommend this agent to my family and friends.
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Extremely professional!
Reviewed By Diana - Franklin, WI | Traveled to Alaska | USA
Sarah took great care of us from the moment we initially contacted her to after the return from our vacation. She made all the arrangements which made our traveling easy and seamless and worry free. I would certainly use her services again and highly recommend her to others.
✓ I would recommend this agent to my family and friends.
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Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
Certified Leisure Travel Specialist: During this certification program Travel Agents study several key components including: Sales and Service, Cruise Sales, Destination and Lifestyle Knowledge,  Programs and Preferred Supplier Knowledge. This is a two year study program.
Certified Group Travel Specialist: This certification program provides agents with a comprehensive approach to group sales, including planning, selling, marketing and managing group travel.  This is a three year study program that includes a group research project and an educational experience.
Trusted Travel Advisor: A Trusted Travel Advisor credentials, resources and global connections translates to today’s consumer in respectful interactions, confidentiality, knowledge, and client advocacy of travel services provided in parallel with building long lasting client relationships that builds with each interaction.  A Trusted Travel Advisor knows their client better than the client may know themselves and puts those polishing touches on each travel collaboration.
Certified Sandals Specialist
Universal Parks & Resorts Certification
Royal Caribbean Cruise Line Master of Adventure
College of Disney Knowledge
Princess Commodore Certification
Virgin Voyages Gold TierCcertification
Celebrity Cruises Certification

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Photo Albums and Videos

Alaska/Princess Cruises
View Album
Sandals Royal Curacao Part 1

My Travel Stories

Waving in the Parade

Grand Marshall at Walt Disney World

Before getting into the story, if you don't know, the Grand Marshall is something that Disney World does everyday at Magic Kingdom. Disney selects a family at random to ride in a car and lead the 3:00 parade. The family gets special treatment and perks for getting chosen. It is one of the coolest things that can happen to you at Disney World and...
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