Travel with us.
group trips
At Timeless Travels by Teri, we understand that planning can be overwhelming and stressful. We help cut through the chaos of travel planning by choosing a few of our most requested destinations and invite family and friends to travel with us.
When you travel in one of our groups, you will enjoy the highest standards of quality and personal service, negotiated lowest possible group rates, and extra privileges and benefits.
We will do all the work, so you can relax and enjoy the experience!
We Invite You to Travel on one of our hosted trips.
February 21-28, 2027
Join Lenny's Annual Group Trip for a week of fun, relaxation, and connection at the stunning Hyatt Vivid Punta Cana, an adults-only, all-inclusive beachfront paradise nestled along the Dominican Republic's breathtaking coastline. Whether you're looking to chill by the pool with a cocktail, explore local culture and cuisine, or dance the night away, this trip offers the perfect mix of downtime and good times — all surrounded by great people.
✔️ All-inclusive luxury
✔️ Gorgeous beachfront location
✔️ Stress-free planning — everything's taken care of! This is more than just a vacation — it's your chance to reconnect, celebrate life, and create new memories with friends, old and new.
LENNY'S TRIP 2027
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July 30 to August 6, 2027
Experience the soul of Portugal like never before. Sailing round-trip from colorful Porto, this 7-night itinerary on the stunning AmaSintra takes you deep into the heart of the Douro Valley, visiting breathtaking destinations like Régua, Pinhão, and Salamanca. This intimate, state-of-the-art river ship is the perfect complement to the rich wine traditions, terraced vineyards, and sun-drenched shores of the historic river.
Be part of the journey as we discover the finest the valley has to offer, paired with the serene elegance of our private group amenities. I assure you, an unforgettable adventure awaits.
enticing duoro: A 2027 Serene River Sojourn
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August 14 - 21, 2027
Immerse yourself in the magic of the Rhine like never before. Sailing from historic Amsterdam to scenic Basel, this 7-night itinerary on a stunning, state-of-the-art river ship takes you deep into the heart of Europe, visiting breathtaking destinations like Düsseldorf, Rüdesheim, and Strasbourg. This elegant vessel is the perfect complement to the rich wine traditions, storybook castles, and sun-drenched shores of the historic river.
Escape with us into the heart of the region while enjoying the restful luxury of our tailored group amenities. You won't regret a single second of this sailing, I promise!
Enchanting Rhine: A 2027 Timeless River Journey
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April 7-17, 2028
Experience the Southern Caribbean like never before. Sailing round-trip from Fort Lauderdale, this 10-night itinerary on the stunning Celebrity Ascent takes you deep into the heart of the islands, visiting breathtaking destinations like Antigua, St. Lucia, and Barbados. This state-of-the-art Edge-class ship is the perfect complement to the vibrant cultures, turquoise waters, and sun-drenched shores of the Deep Caribbean.
Join us as we explore the best of the islands with the tranquil luxury of our exclusive group amenities. You will not be disappointed, I promise!
The Ultimate Southern Caribbean: A 10-Night Escape
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There's something truly magical about exploring the world with a group of like-minded individuals. Travel is a beautiful thing, and it can be life-changing for all. It brings joy through meaningful connections and creates memories that last a lifetime.
