Greetings! I'm JoAnn Love aka JLo the Boss Chic, the owner of Love Dipaways. We are a boutique travel brand built on intention, experience, and elevated escapes. I specializes in curating adult-only travel experiences for couples, solo travelers, and groups who want more than just a trip—they want an experience.
Reset, Relax, and Recharge with Stress-Free Caribbean & Mexico Cruises & All-Inclusive Vacations
If you’ve ever planned a trip on your own, you know the drill.
Fifteen tabs open. Conflicting reviews. Anxiety about making the wrong choice. By the time you board the plane, you’re more stressed than excited.
✨ It doesn’t have to be like that ✨
I help you choose the right experience based on your travel style not just what looks good online.
At its core, Love Dipaways is about:
✨ Curated, stress-free travel – thoughtfully planned itineraries where the details are handled from start to finish
🌍 Experiences over transactions – celebrations, milestone trips, retreats, cruises, and memory-making journeys
💎 Luxury with heart – polished, upscale travel without being stuffy or inaccessible
🤝 Personalized service – clients aren’t booking trips; they’re building relationships with a trusted travel advisor
Whether it’s a themed group cruise, a women’s retreat, a couple’s getaway, or a first-time solo adventure, Love Dipaways meets travelers where they are—and elevates the experience and sometimes she will host them too.
In short: Love Dipaways helps people disconnect from routine and reconnect with joy—one intentional getaway at a time.
We'll help plan and book the best of the best for you and your adult family, friends and/or coworkers!
Options Include:
For travelers who want the freedom of going solo — without feeling like they have to figure everything out alone.
Whether you're celebrating a personal milestone, taking a much-needed reset, or simply ready to explore the world on your own terms, I design experiences that allow you to travel confidently, comfortably, and stress-free.
✨ Perfect For:
First-time solo travelers
Birthday or milestone trips
Personal reset or self-care getaways
Solo cruisers and resort stays
💼 What I handle:
Destination and property selection
Safe, solo-friendly accommodations
Excursions and experiences
Seamless travel coordination and support
🥂 Perfect for travelers who want independence with expert support every step of the way. ✈️🌍
Sometimes the best gift you can give your relationship is time away together. Love Dipaways specializes in creating romantic escapes where couples can reconnect, relax, and celebrate life’s special moments—without the stress of planning.
Whether you're celebrating an anniversary, birthday, honeymoon, or simply need a well-deserved escape, I curate experiences designed for you to slow down, enjoy the moment, and focus on each other while I handle the logistics.
✨ Perfect For:
Romantic all-inclusive resort getaways
Caribbean & Mexico cruises for couples
Anniversary and milestone celebrations
Honeymoons or romantic retreats
💼 What I handle:
Personalized resort or cruise recommendations
Room upgrades and special perks when available
Dining reservations and romantic experiences
Seamless travel coordination from booking to return
🥂 Perfect for couples who want romance, relaxation, and unforgettable memories—without the stress of planning it all themselves.
With Love Dipaways, your only job is to pack your bags, show up, and enjoy your time together. ✈️
For travelers who want to explore the world together while someone else handles the details.
Whether it's a friends getaway, celebration trip, or a curated hosted experience, Love Dipaways designs group trips that combine fun, connection, and seamless travel planning.
✨ Perfect For:
• Friends and social groups
• Hosted travel experiences
• Celebration trips and milestone events
• Cruise groups and international adventures
💼 What I handle:
• Destination and itinerary planning
• Cruise or resort group bookings
• Group perks and cabin/room coordination
• Payment plans and booking management
• Travel coordination for the entire group
🥂 Perfect for travelers who want the energy of a group experience without the stress of planning it all themselves.
Check our pre-planned trips first because their might be something already planned and might save you a Concierge Care fee.
We start with a complimentary consultation so I can learn your style and your must-haves. After our call, you’ll receive a recap and the invoice for my nonrefundable Concierge Care Fee. Once that is complete, you officially become my client and I begin planning.
I create a detailed, proposal that balances luxury, adventure, and ease. Every option is vetted and selected with intention. Every recommendation has purpose.
Before takeoff, you receive a Know Before You Go guide, a pre-trip call, and your personalized itinerary inside a sleek travel app. From the moment you land until the day you return, I am here for questions, support, and last-minute needs. Your only job is to show up and enjoy your life.
Love Dipaways specializes in adult-only travel experiences for couples, solo travelers, and groups. When you are ready, please request a quote below. This provides us with the information we need to provide a personalized quote and secure your trip.
A Non-Refundable Concierge Care Fee will be collected before a quote is given. If you are selecting a pre-planned trip on our website, the fee is waived if you are a loyal customer who has booked 2 or more trips with us.
Individual travel (less than 5 hotel rooms or less than 8 cruise cabins)Starting from $25 per person
Group travel (5 hotel rooms or 8 cruise cabins or more) Starting from $250 per group.
What is included in my concierge services:
Insurance: I include insurance quotes that protect your investment. It is optional but highly recommended.
Insurance will be on its own line item
Always non-refundable
If you opt out there will be a waiver for you to sign at the time of booking
If you have insurance through another resource, please forward it to me for your file.
Flights: I am a Full-service travel advisor and happy to offer flight options within the package on preferred airlines.
Airfare is available 330 days prior to travel
I recommend purchasing airfare 4-8 months prior to travel depending on time of year
I do not book basic economy, restrictive fares and low-cost carriers.
If you wish to go with a non-recommended class of service or budget airline, you'll need to book airfare on your own.
I will always quote the best fare available with appropriate connection times in Main cabin, Premium or First-class cabins per your request.
If you have a preferred airline, please let me know.
If you have points to use, you’ll have to purchase airfare on your own. Send a copy of the flight to me prior to booking to ensure appropriate connection times.
I track flights during your travel days.
I can and will assist with your airfare issues if it cannot be resolved at the airport, regardless of how it is booked as long as I have the record locator.
For Charter Flights only, I include pricing that includes luggage costs and seat pricing so you can choose your optimal seat.
Added Extras: Prior to departure, I am happy to assist with pre-booking all or some of your extras, if the resort or cruise line allows it.
Payments: Please note that until a deposit is placed on the booking, the proposal pricing is dynamic, can and will change. It is imperative that prior to sending a quote, you are prepared to place your deposit within 3-5 business days as it can fluctuate even during that time. If the pricing changes, we will discuss your options.
Things to know before you go: Approximately two weeks prior to travel you’ll begin receiving information from me to prepare your vacation.
Check in Scheduling During Travel: The week of travel, I will be checking in often via text. I am available via text or what’s app during your vacation in case of questions, concerns, travel delays or issues with transportation, hotel, airline, etc. Please inform me right away if you have any issues during travel.
While you are away: I do my best not to schedule personal travel while you are traveling; however, sometimes it cannot be avoided.
My Working Hours:
6:30pm to 9:30pm Monday - Wednesday
Closed on Saturdays
3:30pm to 6:30pm on Sundays
I'm available 24/7 during your vacation in the case of an emergency
If you need to reach me outside of those hours, please request an appointment
If I am traveling, I will respond to all emails when I return.
For Integrity and/or Liability purposes: I do not do room matching service, I no longer book vacations less than 90 days in advance, 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.
Payment plans: Trips booked less than 120-160 days before departure must be paid in full because they typically require final payment 30–45 days before departure for flights and vacation packages, while cruises often require final payment 60–120 days in advance. Early booking allows for more installments, with many plans dividing costs into monthly payments starting from registration.
Keep in mind: This is for trips that are not already listed under "Book A Trip" tab and a Concierge Care Fee do apply unless stated otherwise.
Thank you for your interest in working with Love Dipaways to book your cruise!
Please click below to access the form to get started.
Thank you for your interest in booking your first or your next vacation with Love Dipaways!
Please click below to access the form to get started.
Thank you for your interest in booking your group vacation with Love Dipaways!
Please click below to access the form to get started.
If you are located in Indy, connect with other like-minded travelers who are just like you. WE'RE BUILDING SISTERHOOD THROUGH TRAVEL! ⭐️🌎🤩 We have local meet & greets in-between trips because we believe in Busy Professional women connecting first; to possibly make meaningful connections with someone you may want to room with on a future trip or even just to laugh with.
This group is for men and women that love to travel.
Whether you’re traveling solo, with friends, your partner, or joining a group trip — this space is designed to make travel easy, organized, and fun.
All trips and experiences are curated by Love Dipaways by way of JoAnn "Boss Chic" Love, so you can relax knowing every detail is handled with care.
All about Grown women & men from the LGBTQ+ Community getting away to build friendships, networking and Travel to amazing Destinations with a Group of beautiful people alike on an ADULT ONLY cruise..... LEAVING ALL THE STRESS BEHIND!!!
Family Trip
Rating: 5 Stars
Date: 12/15/25 2:40 PM
Destination: Gatlinburg trip
Reviewer Location: Kokomo, IN.
My family were very satisfied with our trip. JoAnn Love was very attentive with making sure we had everything we needed. I will tell people about JoAnn's Love and your company.
Vow Renewal
Date: July 23-27, 2025
Destination: Las Vegas
Reviewer Location: Jacksonville, FL
Thanks for your help. And the fruit tray in the room was wonderful. Good morning. We Just landed in Jax. Going to the AA office to find our bags and then uber home. Thank you for checking in.