Private PICKLEBALL TRIPS
We design the perfect blend of sport and relaxation for family, friends, and pickleball groups.
Guidance
Value
VIP Experience

Enjoy Pickleball, a Gorgeous Setting, and Our Meticulous Planning
Sweep your family, friends, and pickleball groups away to the Caribbean. It’s a fantastic way to merge your love of sport and travel. Planning a private event allows you to enjoy your vacation exactly as you want it. With just a little bit of input from your group, we can deliver an itinerary customized to your preferences…with as many bells and whistles as you desire.
From booking your time on the pickleball court to reserving your guests’ rooms, we create a smooth process for your entire group. Travel with us to enjoy a true VIP experience!
What’s Included in Your Trip
Courtside Cuisine
Start your day off right with breakfast served alongside the pickleball court! We can arrange this exclusive opportunity for your group as well as other intimate dining experiences. You are going to love the high-quality food served at the 5-star resort!
On-Site Instruction
Whether you are dominating the pickleball court or playing for the first time, you can get the attention that you need. There is a pro on-site who can tailor lessons to even the most competitive of players. If you are new to pickleball, prepare to learn some solid fundamentals this vacation.
Private Website for your Event
To make the trip as easy as possible for your group, we create a private webpage. Your guests can access the accommodations and itinerary in one place, helping everyone to stay organized during the trip. The website is password protected so that only your guests can view the details. As your trip unfolds, we post itinerary updates and special events.
Special Touches
There are so many ways to make your trip unique. We can design welcome gifts, goodbye keepsakes, custom shirts, beach bags, and customize an excursion full of adventure. Tell us about your wish list and we will work to execute it! There are also options for a private banquet room for a meeting or special celebration!
Please Complete the Form Below and an agent will reach out right away.
Upcoming Private Event Trips
Private PICKLEBALL Event: Elliot’s 60th! July 2023 Sandals South Coast, Jamaica
Pickleball, Scuba, and Celebrate at a 5 Star Resort with friends! Let's vacation on the white sandy beach of Jamaica! This is a private event carefully planned for Elliot and friends. You will arrive in Montego Bay, Jamaica on July 13th and be transported to the 5 star resort. From there, you will meet up ... Read more
Find out more »Frequently Asked Questions

Book a Group Vacation or Plan a Special Event Trip
Do you want to go on a private group vacation or plan a getaway with your besties? Straight Away Travel agents can help you plan and organize your trip so that you have the most amazing trip.
Free vip planning & preparation
We help you with when to pay balance, apply for passports/visas, test and protocols and testing-for Covid, entry and return documents etc.
Booking & Itinerary plans
Your personalized itinerary will be available to ease your travel plans, have you prepared to have the vacation of a lifetime
Flight & Transportation options
We guide you about flights & transportation options with airport/resort transfers, car rental, etc.reservations.
Excursions and Activity Planning
We give recommendations on excursions, and must do activities in the area.
Helpful Tips and Must Needs
We give options on travel insurance policies and helpful tips for packing specify to your destination