Luxury Travel • Ocean & River Cruises • Multigen

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Helen Skipper, Travel Agent in Saint Augustine, FL

Helen Skipper

Saint Augustine, FL Travel Agent
Super Agent

Helen Skipper

Saint Augustine, FL · 13 Years of Experience

Dandy Time Vacations, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
5.0
(22)
100% Recommended
Always available and willing to solve any issue as quickly as possible. We were never on our own to figure things out. Read More >
About
Reviews
Certificates & Awards
My Places
Client Testimonials

Areas of expertise

Destinations:

Virgin Islands, Ireland, England, Italy, Croatia

Interests:

River Cruises, Luxury Cruises, Small Ship Cruises, Solo Travel, Yacht Charter

Suppliers:

Explora Journeys, Celebrity Cruises, AmaWaterways, Azamara, Viking

About Me

Beautiful Iceland !
Beautiful Iceland !

Born in West Africa with dual US/UK citizenship, I bring a global perspective and a lifelong love of exploration—shaped early by life on our family sailboat. For 13+ years, I’ve designed custom journeys for clients who want more than a basic trip—especially luxury escapes, ocean & river cruises (including small ships), and multigenerational travel where every age is considered.

My professional background includes working onboard ship as the Chief Engineer’s technical writer, along with a strong foundation in logistics—so I’m built for the details. Clients know I’m hands-on, detail-driven, and there when it matters—before, during, and after the trip. Most of my business comes from referrals, and I take that trust seriously. I start by listening, then build a trip around your interests, pace, and priorities.

Outside of client travel planning, I’m often at sailing regattas supporting my son. It's a reminder of what travel does best: bring families together while still honoring everyone’s own style of adventure. 

Based in St Augustine, Florida - Let's plan something unforgettable.

Testimonials

...Helen planned our St Lucia “Honeymoon” and it was nothing less than spectacular!! She is so easy to work with and has your best interest at heart! She’s THE BEST!!  -Savannah Benton

 ... Helen is super easy to talk to, and she listens to all of the little things you say and incorporates it all in. She put my mind at ease with all of the small details...she will be a phone call away. Highly recommend Dandy Time Vacations for your travel planning needs.-Wendy Miller

Definitely call Helen at Dandy Time Vacations next time you plan to travel.Helen is efficiently helpful, proficient - great at what she does, goes the extra mile to find the best deals. I would give her 6 stars if I could! Trust me you wont be disappointed,,,Elizabeth H

 

 

REVIEWS

Rating: 5.0
22 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.
Search reviews:

Showing 22 reviews

Balanced: Fun and Rest
Reviewed By Jen - Saint Augustine, FL | Traveled to Croatia ~ Europe
Always available and willing to solve any issue as quickly as possible. We were never on our own to figure things out.
Helen Skipper responded
"SO excited you were able to get away ,Thank you."
I would recommend this agent to my family and friends.
4 of 4 people found this review helpful. Was this review helpful to you?YES|NO
Fabulous Last Minute southern Caribbean Cruise
Reviewed By Dancingcgal - St Augustine, FL | Traveled to Caribbean
Obtained info for my immediately for last minute cruise! Answered questions promptly & offered excellent advice. Very thorough. Very easy to contact and personable even though we’d never met in person. She contacted cruise line for more info even if I hadn’t asked her to.
I would recommend this agent to my family and friends.
4 of 6 people found this review helpful. Was this review helpful to you?YES|NO
Mother Daughter Getaway
Reviewed By Cheri and Alissa - Durham, North Carolina | Traveled to Dominican Republic ~ Caribbean
Helen Skipper helped us plan a mother/daughter getaway to Punta Cana in the Dominican Republic . We were very happy with the complete holiday package including flights, accommodations and transfers Helen put together for us. She made it effortless to book, managed everything to the last detail, provided great recommendations, took time to answer all our questions, and made sure we had everything we needed. Unfortunately, we had to cancel our trip at the last minute and Helen was right there to help us with that, too! She was instrumental in securing a refund and even went so far as to ensure we could rebook for the same rate, which made canceling a little less painful. We can’t thank her enough for her patience, hard work and quick responses. We’ll definitely use Helen to book our next trip and the one after that!
I would recommend this agent to my family and friends.
2 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Fun last minute trip
Reviewed By Lyn - Saint Johns | Traveled to Cozumel ~ Quintana Roo ~ Mexico
Helen is very attentive and accommodating.
Helen Skipper responded
"Thank you ! Your patience and tenacity with some of the challenges we have encountered makes us a great team!"
I would recommend this agent to my family and friends.
2 of 3 people found this review helpful. Was this review helpful to you?YES|NO
She’s the best!
Reviewed By Hope Klusmeier - Jacksonville, Fl | Traveled to Mexico
Helen was a great communicator! She always made sure we were in the loop if anything changed about our trip. Helen made our trip so easy, we didn’t have to do a thing. This is our second time using Helen, and we will definitely use her in the future as well.
Helen Skipper responded
"Thank you Hope! So happy you had a wonderful trip, I look forward to helping you with your future vacation plans!"
I would recommend this agent to my family and friends.
1 of 1 people found this review helpful. Was this review helpful to you?YES|NO

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.
The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.
NCL University - PHD Degree
NCL University - PHD Degree
Oceania Certified Specialist
Oceania Certified Specialist
Seabourn Academy Graduate
Seabourn Academy Graduate
Seacademy - Gold Certification
Seacademy - Gold Certification
Seacademy - Scarlet Certification
Seacademy - Scarlet Certification
Seacademy - Silver Certification
Seacademy - Silver Certification
Seacademy - Violet Certification
Seacademy - Violet Certification
AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
AMResorts Master Agent
AMResorts Master Agent
Avalon Waterways Specialist
Avalon Waterways Specialist
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
Viking Expeditions Expert
Viking Expeditions Expert
Viking Expert
Viking Expert
Viking Oceans Expert
Viking Oceans Expert
Viking Rivers Expert
Viking Rivers Expert
Windstar Star Specialist
Windstar Star Specialist
World Azamara Academy
World Azamara Academy
CTA - Certified Travel Advisor
CLIA - Master Cruise Counselor
Top 150 Agents 2024 Cruises & Tours Unlimited
VTA - Verified Travel Advisor

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.

Client Testimonials

Multiple Trips Nationally and Internationally
Helen is the best! She can hook up anything, anywhere, and is awesome at responding quickly!!! She has helped us on numerous vacations now, both internationally and within the U.S.! HIGHLY RECOMMEND!!
Summer N, Ponte Vedra FL
MultiGenerational Trip Exploring in Asia
Helen Skipper at Dandy Time Vacations is a 5 star Travel Travel Consultant. We have always found her to give excellent advice and assistance on our travel. She stays plugged in the entire time and makes sure we have a wonderful experience whether at home or abroad. Wouldn't want to have anyone else to help plan and execute our travel. Thank You Helen for our wonderful travel experiences!
Patsy H, NC
Anniversay Trip to Italy!
From the start of the planning of my trip to Italy to the execution of the plan and even during the trip Dandy Time and Helen was with us all the way. There were frequent touchpoint, thorough run throughs, details on what to expect, what to be aware of - good, bad, otherwise. Helen ensured to set appropriate expectations and answered my multiple questions (some asked more than once...lol). She was very patient and catered the vacation to my needs. We were able to do and see a lot in Italy while feeling special - she was able to arrange for transfer car services, gave me instructions to work with the hotel, intervened as needed and we were also able to communicate while I was there. Anyone planning a trip? I say consider Dandy Time - it is worth not having the headache, just think about packing your bags, paying and following instructions...no kidding. Thanks again Helen and team, you made our first trip to Italy memorable and smooth.
Christine D, Mount Holly NC
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