Little Feet, Big Island Memories
Grown-Up Luxury, Kid-Friendly Fun, and Meaningful Cultural Connection
Spend Columbus Day Weekend in beautiful Montego Bay with the family on a luxury island escape designed for every age. With the kids off school Monday, this is the perfect long-weekend getaway filled with playdates, waterfalls, lazy river fun, and poolside memories.
October 10 –13, 2026
4 Days / 3 Nights
Indigenous People Weekend
+ 1k Satisfied travelers
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
- 4 Days / 3 Nights
- The Ultimate Family Escape
Stay Details
What’s Included
- 4 days / 3 nights accommodations
- All-inclusive family resort stay
- Unlimited dining
- Unlimited beverages
- Water park access
- Lazy river
- Nightly entertainment
- Poolside cabana social
- poolside cabana social
- welcome pajama mixer
- Welcome social
- Weekend curated family itinerary
- Pools + beach access
- Teen club
- Kids club
- Wi-Fi
- October 10–13, 2026
You’ll enjoy this trip if you are
Because the kids are off Monday, this weekend gives families the perfect chance to travel without missing school and still enjoy a full luxury escape.
A quick 4-day / 3-night getaway with built-in family fun, teen-friendly experiences, and time for parents to relax.
Island Playdate Jamaica
Weekend Experience Lineup
- October 10 –13, 2026
Saturday
Pajamas playdates
Match & Mingle Night
Kick off the weekend with a cozy welcome-night social featuring matching parent-and-kid pajamas, family games, sweet treats, music, and tropical punch for all ages.
Sunday
Jungle Splash
Cabana Poolside Play & Chill
Wear jungle prints, leafy greens, animal-inspired prints, and playful resort swimwear
Dive into fun at our exclusive cabana pool party, where the kids can splash and play while adults sip refreshing cocktails poolside with butler service, great music, and the ultimate island vibes. A relaxed afternoon of family fun, connection, and luxury.
Monday
Island Hearts School Visit
10:00 AM – 12:00 PM
After breakfast, we’ll head out together in our custom trip tees for our Island Hearts Young Travelers Friendship Exchange (completely optional).
The rest of the day is yours to enjoy — poolside relaxation, lazy river fun, splash time for the kids, and one more afternoon of island vibes.
Tuesday
Departure Day
Pack the night before so your final morning feels easy and stress-free. Wake up with enough time to enjoy one last breakfast in paradise, take a refreshing morning swim, or enjoy a peaceful family walk along the beach before heading to the airport.
It’s the perfect close to a weekend filled with unforgettable island memories.
Young Travelers Friendship Exchange
As part of our Island Playdate Jamaica experience (completely optional), our young travelers will have the opportunity to build meaningful friendships with students in Jamaica, learn about each other’s cultures, and connect in person during our local school visit while on the island.
Families are also invited to participate in our school supply drive to support the local school community and make an even greater impact.
Before We Travel
-
Friendship Exchange:
All introductions and cultural exchange activities are facilitated through our team and school partners. - Parent approval is required before any child is matched for the friendship exchange .
- No personal phone numbers, social media handles, or private contact details are shared
While in Jamaica
-
Safe & Supervised School Visit:
Parent or guardian accompaniment is required for all young travelers - All interactions take place in a supervised group setting with school staff and our team present
- Participation in the school visit is completely optional for families
Resort Experience
Royalton Blue Waters Montego Bay
Families will enjoy all the amenities of Royalton Blue Waters Montego Bay, including:
- On-site water park
- Lazy river
- Kids club
- Teen hangout club
- Multiple pools
- Beach access
- Family-friendly suites
- Dining options for all ages
- Spa and adult relaxation areas
REAL STORIES, REAL TRANSFORMATIONS
What Our Travelers Say
Hear from those who’ve walked this journey before you. Their stories of discovery, connection, and unforgettable moments capture the true essence of what makes this experience so special.
I want to thank Leslie and Disa for always answering my emails when I had so many questions and concerns. Both ladies helped ease my anxiety for travelling. Just looking forward to my first ultimate soul escape trip, I am very excited!
Donna Thomas
This is my first experience with Ultimate Soul Escape and the Jacobs Agency. Let me just say, I am very pleased with the level of communication, professionalism, and availability of the CEO and the team. I'm excited to attend the Antigua trip.
Kareema Craig
I had the privilege of working with Ultimate Soul Escape, where customer satisfaction is a priority! I found the entire experience to be very organized, suitable for couples or singles looking to relax and enjoy quality entertainment, make new friends and enjoy this carribean escape!
Sarah Brown
Island Playdate Jamaica
Luxury Room
- October 10–13, 2026
Perfect for families looking for comfort, value, and easy access to all resort amenities.
Starting From
$999pp
Children under 2: Free
Children ages 2–17: Starting at $369+
Pricing varies by room category and occupancy.
Luxury Junior Suite Ocean View
- October 10–13, 2026
Elevated family accommodations with beautiful ocean views and a spacious suite-style layout.
Starting From
$1199pp
Children under 2: Free
Children ages 2–17: Starting at $399+
Pricing varies by room category and occupancy.
Luxury Junior Suite Swim Out
- October 10–13, 2026
The ultimate family luxury experience with direct swim-out pool access.
Starting From
$1399pp
Children under 2: Free
Children ages 2–17: $499+
Pricing varies by room category and occupancy.
Additional Information
Check out the answers to frequently asked questions or contact us.
Call us today
833-ESCAPE2 or 833-372-2732
Email service
833ESCAPE2@GMAIL.COM
- International airfare
- Travel insurance
- Visa
- Personal expenses such as alcoholic beverages, soft drinks, and laundry
- Portage, tips, wines, mineral water, telephone charges, and optional tours
- Any items of a personal nature, as well as food and drinks not included in the itinerary
- Any sightseeing not specified in the inclusions
Island Playdate Jamaica
Make this Indigenous People’s Day one the kids will never forget.
Reserve your family’s island playdate today.