Travel is my passion, and every destination I’ve explored has left its mark on me. Some places hold a special place in my heart—not just for their beauty but for the unforgettable experiences they offer. Whether it’s an island escape, or the thrill of life at sea, these are some of my all-time favorite ways to travel. For years I have been known to connect people in different areas of entertainment and philanthropy, now I am helping people disconnect from routine and reconnect with joy—one intentional getaway at a time.
Jamaica is one of my absolute favorite destinations for relaxation, culture, and unforgettable island energy. The island’s breathtaking beaches, lush mountains, and vibrant reggae spirit make it a must-visit destination. Whether you're climbing the famous Dunn’s River Falls, exploring the stunning Blue Mountains, or simply enjoying the turquoise waters from a beautiful beach, Jamaica offers the perfect balance of adventure and relaxation.
What I love most about Jamaica is the warmth of its people and the island’s unmistakable rhythm. From savoring authentic jerk cuisine to listening to reggae music drifting through the air, every moment feels alive with culture. Jamaica’s laid-back vibe makes it easy to slow down, unwind, and truly enjoy the experience. And with convenient flights from the mainland U.S., it’s an incredible escape when you need sunshine, culture, and a little island magic. 🌴☀️
Love Dipaways was created from my passion for travel and my desire to help people experience the world without stress or overwhelm. As a professional travel advisor, I understand that every traveler’s needs are different—and every trip deserves intention, clarity, and care.
My mission is to simplify the planning process while delivering elevated, personalized travel experiences for couples, solo travelers, and groups. I take pride in building lasting relationships with my clients and curating journeys that feel seamless, meaningful, and unforgettable.
Thank you for trusting Love Dipaways with your travel plans. I don’t just plan trips—I help create experiences that leave lasting memories.
Things I do not do, I do not price match online tour companies, compete with fellow advisors, show a breakdown of pricing for a package, except insurance details. My service is not focused solely on providing the cheapest price as the service I provide is focused on providing the best experiences which may not always be the cheapest.
— JoAnn "Boss Chic" Love, Travel Advisor
There’s nothing quite like cruising. Whether I’m sailing with Royal Caribbean or Carnival, cruising offers the perfect mix of relaxation and adventure. Imagine waking up in a new destination every day, indulging in world-class dining, and enjoying endless entertainment—all while being surrounded by breathtaking ocean views.
Royal Caribbean’s innovative ships and exhilarating activities are perfect for travelers who want a high-energy experience, while Carnival’s fun and casual vibe is ideal for those looking to unwind and let loose. Both cruise lines offer incredible itineraries to destinations like the Caribbean, Mexico, and beyond, making it easy to explore multiple places in one trip.
Cruising is one of my favorite ways to travel because it’s so stress-free. You unpack once, and everything is taken care of for you. Whether you’re lounging by the pool, catching a live show, or exploring a tropical port, there’s always something exciting to do.
In 2012, I stepped into the travel industry with a simple but powerful belief: Travel changes people. 🌍
What started as a passion quickly evolved into a purpose. I wasn’t just fascinated by destinations — I was fascinated by what happens to people when they experience them. The confidence that grows. The connections that deepen. The freedom that expands.
Becoming a travel advisor wasn’t glamorous in the beginning. As a matter of fact, I stepped away for a little while. Then I got connected with a women's empowerment organization of over 600k that traveled together at different times each year. I was asked to be one of the local leaders and I accepted. Then the founder decided to open her travel business up to the local leaders to become certified under her travel business to make extra money. That lit a spark again to get back in the business and the rest was history. However, a couple of years later I decided to go a different route, so in 2024 I met another group of travel advisor that fit what I was looking for. Yes, it required studying supplier systems, understanding cruise lines and land packages, navigating policies, learning contract terms, and mastering the fine print that most travelers overlook. It meant building trust one client at a time.
But I recognized something early: People don’t just need a booking link. They need leadership, strategy, and guidance.
Building With Intention
Over the years, my approach evolved from simply booking trips to curating experiences. I saw how group travel could create lifelong bonds. I saw how milestone birthdays, cultural celebrations, and destination gatherings could transform from “a trip” into a legacy memory.
That’s when my mission became clear — to design travel experiences that are intentional, seamless, and elevated.
This business was built on:
Professionalism
Policy clarity
Attention to detail
Transparent communication
And consistency over hype
Travel is an investment. My role is to protect that investment while ensuring the experience exceeds expectations.
Why This Work Matters
Since 2012, I have watched the industry shift, pause, rebuild, and expand. Through every change, my commitment has remained the same:
To provide structure, strategy, and support so my clients can travel with confidence.
I don’t just coordinate itineraries.
I create environments where people celebrate, reconnect, reflect, and elevate.
Travel is more than a destination.
It’s transformation in motion. ✈️✨
And this is only the beginning.
Ready to Explore?
These are just a few of my favorite places, but there’s a whole world out there waiting to be discovered! Whether you’re looking to relax in the beauty of Jamaica, or set sail on a cruise adventure, I’m here to help you plan your next remarkable experience.
Let’s create memories that will last a lifetime—your dream trip is just a click away!
We make travel Stress- Free & Easy
You can book your vacation 24/7 online or chat or call to get help with planning your custom vacation. No endless Googling. No comparing 47 tabs.
Price Matching
If you find it lower, we will match it. Cruise lines and resorts can't offer you a better price than us. If you find a lower price on the same cruise or land vacation package we will match it.
Dipaways Exclusive Offers
When you book a cruise through us, we give you exclusive offers such as $25- $1,500 extra plus you get everything the cruise line offers. Special conditions apply. Partnerships that unlock upgrades, credits, and savings not available to the public.
A Real Human to Call
When Life Happens. Flights delays, cancellation, or emergencies. You're not dealing with a 1 800 "good luck to you." You have ME - your dedicated advocate.
Business Opportunity
Great Commissions
Work from home or Remote
Part-Full time
Relaxed Atmosphere
Website
Training and Mentorship
Major Travel Perks!
And More!
What type of accommodations do you offer?
- We offer a variety of accommodations including hotels, resorts, villas, and more.
Do you offer payment plans?
- Yes, we offer payment plan options. We offer a monthly payment plan option which doesn't require a credit check. We also offer a financing payment plan option which requires a soft pull credit check. You can also pay using your Affirm, Klarna, etc, account.
What destinations do you offer?
- We offer a wide range of destinations including The Caribbean, Mexico, Asia, South America, and more.
Are your services for women only?
- While we specialize in curating adult only travel experiences for professional women, everyone is welcome to join and book with us — men included unless it's a women only trip!
Do you provide quotes for private trips?
- Yes, we do provide quotes for private trips for individuals or groups. In order to get started with this service you must schedule a travel consultation with us and hire our services.
- For private trips for individuals or groups, there's is a Booking Management Fee which is due before a quote is provided.
What is the process of booking with Love Dipaways?
- You can book a trip with Love Dipaways by booking through our pre-planned booking links. For customized or private trips and events you must schedule a travel consultation call to get started planning your trip.