
July 9–13, 2027
Punta Cana • All-Inclusive • Multigenerational Vibes
4 Nights | Hosted, Easy, Made for All Ages
This one is for the group chat that’s been saying, “We need to take a family trip.”
For the cousins who haven’t seen each other in years.
For the grandparents who just want everyone in one place.
For the families by blood — and the ones who became family along the way.
We’re heading to Dreams Royal Beach Punta Cana for four nights of sunshine, good food, splash zones, beach walks, poolside laughs, and intentional time together — without anyone in the family having to plan the whole thing.
All-inclusive. Hosted. Thoughtfully put together.
You just show up with your people.
We don’t just reserve rooms and call it a day.
We create space for real connection.
That means:
A resort that works for toddlers, teens, parents, and grandparents
A splash zone and on-site activities the kids will actually enjoy
Curated family games and icebreakers (yes, the fun kind — not awkward)
Built-in downtime so nobody feels scheduled to death
A Traveling Chucks Host on-site handling the flow so no one relative becomes the unpaid trip coordinator
This is vacation.
This experience is designed for families who:
• Want their kids to grow up knowing their cousins
• Have been trying to coordinate a family trip for years
• Value all-inclusive ease (meals handled, drinks handled, vibes handled)
• Want shared memories — not just shared hotel hallways
• Would rather enjoy the trip than manage it
4 nights at Dreams Royal Beach Punta Cana (all-inclusive resort)
Group airport transfers from Punta Cana International Airport (PUJ)
All meals and beverages at the resort
Access to resort amenities, including the on-site splash zone
1 included group excursion
Curated family games and connection experiences
Exclusive Traveling Chucks swag gift
1 Traveling Chucks Host supporting the group throughout the stay
International Flights (book into Punta Cana International Airport – PUJ)
Travel insurance (strongly recommended)
Optional spa services or resort add-ons
Off-property excursions
Gratuities and personal expenses
Any meals or drinks off resort
Slow breakfasts with ocean views.
Kids running between the splash zone and the pool while adults actually relax.
Cousins bonding. Parents exhaling. Grandparents smiling at the noise.
And that one cousin who said they weren’t coming… somehow front and center by day two. You already know how this goes.
One included group excursion that gets everyone off property together — shared adventure, shared photos, shared stories.
Days that feel natural...
And evenings where everyone ends up at the same shared dinner table.
It’s end of the summer done right.
Arrive at Punta Cana International Airport (PUJ)
Group transfer to Dreams Royal Beach
Resort check-in
Caribbean Welcome Night
Day 2 – Beach, Pools & Family Fun
Morning at leisure (beach, pools, splash zone)
Family Reunion Tee Day
Evening group dinner meetup
Day 3 – Group Excursion Day
Breakfast at leisure
Included group excursion experience
Return to resort for pool or beach time
Evening free to enjoy resort entertainment
Day 4 – Celebration Night
Beach and pool time
Signature family moment
Farewell gathering
Day 5 – Departure
Breakfast at leisure
Group airport transfers and departures
*Itinerary is subject to change
• Select your room category
• Enter traveler information
• Submit your deposit
• Receive confirmation and payment schedule via email
From there, all that’s left to do is pack and go.
Please book flights into Punta Cana International Airport (PUJ).
Arrival Date: July 9, 2027
Recommended arrival window: By 4:00 PM
Departure Date: July 13, 2027
Recommended departure: After 11:00 AM
Once your flights are secured, please email your full itinerary to travelingchucksinc@gmail.com to coordinate your transfer. Flights booked outside of the recommended arrival and departure windows may result in additional transfer costs.
A valid US passport is required for this experience, including for minors. Travelers are responsible for verifying passport validity, visa requirements, and entry regulations for the Dominican Republic. Many international destinations require passports to be valid for at least six months beyond the return date.
For the most up-to-date international travel information, please visit https://travel.state.gov prior to travel. The Traveling Chucks is not responsible for denied boarding due to improper documentation.
If a child is traveling without both parents, additional documentation may be required.
Travel insurance is strongly recommended for this experience and should include trip cancellation, medical coverage, and emergency evacuation benefits. For convenience, guests may explore coverage options at insuremytrip.com or secure a policy through a provider of their choice. Visit insuremytrip.com
A $75 per person non-refundable deposit is required at the time of booking to secure your reservation. Please select your package carefully at time of booking to ensure all occupants are accounted for.
A monthly payment plan will be provided following deposit confirmation. Due to strict supplier guidelines, if two or more monthly payments are missed, your reservation will be subject to cancellation. All payments are non-refundable unless otherwise stated in writing. Full Terms & Conditions can be reviewed at https://thetravelingchucks.com/terms-conditions/
Is this trip really suitable for all ages?
Yes. This experience is intentionally designed for grandparents, parents, teens, and littles. We build in structured group time and free time so every generation can enjoy the trip their way. Please ensure you add the full name and date of birth for every guest occupying your room on the registration form.
Will there be activities specifically for kids?
Yes. The resort offers kid-friendly amenities, pools, and activities. We also highlight optional experiences that work well for younger travelers. Parents remain responsible for supervision at all times.
How are rooms assigned for families?
Room categories and maximum occupancy are listed in each room category below. If you need connecting rooms, specific bedding, or a larger suite, note it during booking. Requests are submitted but not guaranteed. Bedding requests are not guaranteed.
What if some family members want to arrive early or stay longer?
That’s completely fine. Pre- and post-nights can often be added based on availability. Please email travelingchucksinc@gmail.com before booking so we can price it correctly.
Can we customize excursions for just our family group?
Yes. While the trip includes core group elements, private excursions for individual family units can often be arranged at an additional cost.
How do payments work for large families?
It is best to have one family representative manage the monthly payments. However, if you need individual invoices, please notate that on the registration form. Deposits secure your space.
What if someone in our family has mobility concerns?
Please disclose mobility needs before booking. We will confirm whether the resort and planned activities are appropriate and suggest accommodations when possible.
Can we celebrate a birthday or milestone during the trip?
We LOVE a good celebration. Let us know in advance so we can explore celebration add-ons or coordinate with the resort.
What documents are required for children?
All travelers must have a valid US passport, including minors. If a child is traveling without both parents, additional documentation may be required.
If you have any additional questions before booking, please email Dominique at travelingchucksinc@gmail.com









