14+ Years of Creating Memories
that Travel with You
Celebrate with Intention
Celebrate Milestones That Matter
Milestone Celebration
From fabulous 40ths to sensational 60ths, we craft milestone trips with curated destinations, elegant décor, and unforgettable group experiences.
Starting from $997
Anniversaries &
Vow Renewals
Celebrate your love story with a destination renewal or anniversary trip designed for romance, connection, and memories that last.
Starting from $1,497
Family Reunions & Group Trips
Reuniting 50+ loved ones? We handle the travel, the events, and the details—so you can simply show up and celebrate.
Starting from $2,497
14+ Years of Creating Memories that Travel with You
Create your memories of a Lifetime
Real Moments, Real Joy
See What We Create
Our Signature Group Events
What’s Included:
Travel coordination for all guests (flights, hotels, transfers)
Venue sourcing & bespoke event design
Group excursions & curated experiences
On-site event day coordination
Dawana’s personal touch: coaching & live performance option
Perfect for Groups of 50–60 Guests
Milestone Birthdays (40th, 50th, 60th)
Anniversaries & Vow Renewals
Family Reunions & Girls’ Trips
Destination Weddings
Typical Investment:
$30,000–$50,000
14+ Years of Creating Memories that Travel with You
What others are saying
"Dawana Did a Fantastic Job, i give her 1o Stars never mind 5!"
~ BOB
"I Highly recommend Dawana to any of your travel need"
~Lenora
"Do yourself a favor and let her handle your travel need"
~Beverly
TESTIMONIALS
"If you're looking for a travel agent that truly cares about you, you're in luck. Dawana Castro is the one! We book all of our cruises through her and have been impressed since day 1. She is constantly keeping an eye out for discounts, even after booking. She is quick to respond to any questions. If she's not sure about something, she will find out. The communication is spot on! She cares for her people. We love working with her, and look forward to using her as our travel go to for a long time."
- Leslie
14+ Years of Creating Memories that Travel with You
Amazing News & Blog For Every Single Update
Destination Wedding vs. Home Wedding: Which Is Right for You?
Can’t decide between a destination or home wedding? Explore the pros, cons, and expert insights from planner Dawana Castro to plan your perfect celebration. ...more
Destination Wedding
October 05, 2025•4 min read
How to Plan a Stress-Free Group Trip: The Complete Guide
Planning a group trip shouldn’t feel overwhelming. Discover expert tips to organize travel, budgets, and guests for stress-free group travel. ...more
Group Travel Planning
October 05, 2025•5 min read
Top 5 Caribbean Destinations for Your 50th Birthday Celebration
Celebrate your milestone in style—discover the top Caribbean destinations for unforgettable 50th birthday trips with group travel and event design. ...more
Milestone Celebrations
October 01, 2025•1 min read
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