September 2025
Travsessed is
heading to Greece!
About Travsessed Greece
We went to Greece a few years ago and fell in love…which is easy to do because Greece is amazing!!
This trip is all about:
Sunsets, Wine, Beach Hopping, Sailing, Cliff jumping/swimming, Culture, Food & Fun Adventures!!
We will be visiting:
- Athens: Because of food and culture.
- Milos: Because Milos is the go to beach destination for those IN THE KNOW!! It’s our absolute favorite island, there are far less crowds and tourists & it’s known for its food, local vibes and BEAUTIFUL crystal blue water!!
- Santorini: Because there is nowhere in the world like Santorini.
Mix the stunning scenery, laid back vibes, and delicious food/wine, then add lots of sunshine, sailboats, sunsets, island adventures & like minded – FUN new travel friends and you have the best trip ever!!
This is so much more than a trip to Greece. This is about creating memories & new friendships that will last a lifetime!!
Let us take care of you!!
Get yourself to Greece & we’ve got the rest covered!!!
We’ve already done all the researching, planning, organizing & heavy lifting for you.
All you have to do is show up with an open mind…a positive attitude & be ready to RELAX, EXPLORE & HAVE FUN with your new travel buddies!!!
So much thought, love, and detail went into the creation of this trip & we hope that you are just as obsessed & excited as we are!!!!
We’ve personally curated a unique & Special itinerary that you won’t find anywhere else
trip highlights:
- Sunset cruises
- Incredible food
- Lots of wine
- Cliff jumping
- Sailing adventure
- Sunset picnics
- Local wine tour
- Beautiful beaches
- Off the beaten path Island adventures
- Local Food Tour
- Volcano hot springs
- Private and Exclusive EXPERIENCES
As with all Travsessed Adventure Trips, we partner with locally owned companies and work very closely with local guides for a true insider experience & to help support the local communities & people of the places that we travel to.
Trip Details:
- Travsessed Greece is an 11 day trip
- Dates:
- End Of September 2025 (Exact Dates TBD)
- Do not book any flights until you’ve received the green light from us
Total Cost:
$1030.18 Down to Reserve Your Spot
then
10 Payments of $551.66**
Single Payment option available
**shared accommodations Per Person
**If you are interested in upgrading to a private room, please email [email protected] and we will email you a quote if a private room is available. Private rooms are not guaranteed.
ALL PAYMENTS ARE NON REFUNDABLE If the trip must be postponed or cancelled due to events beyond our control, you will be offered the choice between a full refund and applying your payments to a future trip.
What’s Included:
- All Accommodations
- All airport transfers
- All English speaking guides
- Flight from Athens to Milos
- Ferry from Milos to Santorini
- Private Sunset picnic dinner
- Private sailing experience in Milos
- Private sunset catamaran experience in Santorini
- Private local wine tour
- Private local food tour
- ATV’s for island hopping
- 6 Course foodie & wine Rooftop dinner
- 10 Breakfasts
- 7 Lunches
- 8 Dinners
- A lot of wine LOL!!
- ALL TIPS. We will tip generously on your behalf for all guides, drivers, hotell staff, boat crew & dining experiences so you don’t have to stress or think about it on your vacation
What’s Not Included:
- Airfare to Athens, Greece (Start of Trip Location)
- Mandatory travel insurance
- Other activities, meals or alcohol not listed in the itinerary
- Personal spending money
- International drivers license (required to drive ATV’s)
Trip Itinerary:
Subject to change…but this is the overall vibe.
We will provide a full trip itinerary, packing list, restaurant guide & more detailed trip info, once you have signed up.
Day 1
ARRIVE IN ATHENS + FUN WELCOME DINNER
You’ll get picked up from the airport and driven to your hotel. You’ll have time to shower, nap & get settled in. We will all meet in the evening to kick off an incredible trip with a 6 course foodie & wine welcome dinner on a rooftop overlooking the city.
Meals Included: Welcome Dinner & Drinks
Day 2
FREE MORNING TO EXPLORE THE ACROPOLIS +
AMAZING LOCAL FOOD TOUR
The morning and afternoon is yours to enjoy & explore Athens. We will all meet up in the afternoon to explore the hidden foodie gems of Athens!! We will eat our way through this delicious city with our local guides. We will taste all the amazing food + we will learn about the history, local culture & way of living.
Meals Included: Breakfast & Food Tour
Day 3
FLY TO MILOS
We will depart from the Athens airport in the morning & fly the quick 40 minutes to Milos. Milos is an incredibly beautiful/foodie island. We will go to one of our favorite spots for lunch & then there will be some free time in the afteroon to relax. We willl meet up in the evening for a beautiful sunset cocktails & appetizers.
Meals included: breakfast, Lunch, Sunet cocktails & Apps
Day 4
PRIVATE SAILING EXPERIENCE AROUND MILOS
Milos is known for it’s vibrant sailing community. We will have a beautiful sailboat + full crew ALL TO OURSELVES today!
This was one of our favorite travel experiences ever! We will sail around the beautiful Cyclades Islands, exploring hidden gems that you can only get to by boat. We will snorkel, swim, eat, drink & watch the incredible sunset!!
Meals: Breakfast, Lunch, Dinner & Drinks on Boat
Day 5
ATV ADVENTURE BEACH HOP DAY
The best way to explore & experience all this island has to offer is to rent ATV’s. Today we will hop on our ATV’s and go to all of the most beautiful beaches around the island!
We will climb down to secret coves, swim in beautiful crystal blue waters & cliff jump off moon-like white volcanic rocks.
We will have lunch at one of our favorite spots and then the evening is yours to enjoy at your own leisure.
Meals Included: Breakfast & Lunch
Day 6
FERRY TO SANTORINI + PRIVATE SUNSET PICNIC
Today we will say goodbye to the beautiful Milos & take the ferry over to Santorini. Once we arrive, We will Settle into our hotel and have some free time.
In the evening we will meet for an EPIC- Exclusive, Sunset dinner picnic overlooking the amazing caldera!
We will eat delicious food, drink local wine & have the famous Santorini Sunset all to ourselves!! This will be one of those epic moments that you will never forget!!
Meals: Breakfast, Sunset Dinner Picnic with Wine
Day 7
ATV ISLAND ADVENTURE DAY
Most tourists don’t even leave the Caldera in Santorini…but not us, there is so much to experience on this unique & gorgeous island!!
We are having another ATV adventure day to explore.
We will take you to our favorite beaches, local towns & the best place for lunch on the entire island. We will end the day way our favorite beach spot where we will eat tacos, relax, and watch the sunset.
meals: Breakfast, Lunch, Beach side Sunset Drinks & Apps
Day 8
HIKING + CLIFF JUMPING ADVENTURE
Today we will hike along the iconic caldera, from Fira to Oia (6.5 miles). This is an amazing walk/hike that gets us away from the crowds and gives you the best views and picture opportunities.
We will end our hike by cliff jumping into the crystal blue waters & enjoying a delicious lunch at one of our favorite local spots down by the water!
The evening is yours to enjoy.
Meals: Breakfast, Lunch
Day 9
SUNSET WINE TOUR
Enjoy a free morning to sleep in and explore on your own….
We will meet in the afternoon for the most amazing & fun wine tour. We will visit multiple wineries on the island & our local guide will teach us all about Greek wines & the very unique way they grow grapes in Santorini.
We will drink a lot of wine, eat an amazing dinner, and watch the sunset at a beautiful winery overlooking the caldera.
Meals: Breakfast, Wine Tour, Dinner
Day 10
SUNSET SAILING EXPERIENCE
The morning is yours to relax and chill. In the afternoon we will be back on the water for a once in a lifetime sunset cruise…because Greece!
We will have a private catamaran & crew that will take us all around the island. We will swim in volcanic hot springs and visit other cool spots that you can only get to by boat.
We will eat amazing food, sip wine and end the night by watching the iconic Greece sunset from our private boat, celebrating an incredible trip with all of our new travel friends.
Meals: Breakfast, Wine Tour with Snacks
Day 11
Today we say goodbye “for now” and either head back to Athens or continue your Greek vacay!!
IMPORTANT TRIP NOTES:
While we can’t guarantee private rooms, you can reach out to us directly to check availability.
Flight from Santorini back to Athens will not be included. This is to give you more flexibility in your post-trip plans. Flights from Santorini are very inexpensive. You can also book ferries to different islands if you wish to stay in the islands longer.
We are all about location with our hotel choices. We stay as close to historic city centers as possible. This means your accommodations will often be on the small side, quirky, and unique (we love this!).
This trip uses ferries & planes that can sometimes experience delays.
All activities are weather dependent
FLIGHT INFO:
Do not book your flight until we’ve given you the green light.
All International flights will arrive and depart from Athens International Airport (ATH).
IMPORTANT TO NOTE:
Our trip will end on the island of Santorini…You can either fly back to Athens to catch your international flight home or continue exploring the Greek islands.
TRIP FUN FACTS
Greece consists of 6,000 islands. 227 of them are inhabited.
Greece is one of the sunniest places in the world averaging about 250 days a year of sun
Local Currency
Euro
National Language
Greek
Time Zone
Eastern European Summer Time
7 Hours ahead of EST
Weather
The weather in Greece in September is fantastic!!!
Highs: 82 Degrees
Lows: 68 Degrees
Why Travel With Travsessed
We’re Kim & Erran, a healthcare traveling couple & the founders of Travsessed.
We are travelers who are obsessed with travel!! We love traveling and researching & planning and we put our heart, souls and so much love and thought into every single detail and trip that we plan!!
We create one of a kind, small group, boutique travel experiences for healthcare workers (and their friends or partners)
We plan & organize all the things…so all you have to do is show up & have a good freakin time!!
We work closely with small local businesses, friends, and local guides to create a unique, one of a kind experience that you will not find anywhere else!!
We always get off the beaten path & dive into the local culture, food, people & experiences!
We go beyond the surface & way past the “highlights” to create experiences that will give you a deeper perspective, understanding & appreciation for the places you visit.
And we have a lot of fun along the way!!!
What Other Travelers Are Saying:
My trip to Peru with Kim & Erran was packed full of the perfect amount of everything my soul needed from, adventure to relaxation to communing with some of the coolest people I’ve ever met. Truly had the time of my life and look forward to embarking on another Travsessed adventure soon! Keep on doing what your doing. Travel changes a person to their core for the better and I really believe you two are fulfilling your life’s purpose.
Just got back from the most amazing trip to Machu Picchu in Peru with Travessesd!! It was truly an adventure trip of a lifetime! I can’t say enough good things about Kim and Erran and the whole Travessed experience- from start to finish it was perfectly planned and executed with a focus on excellent, beautiful, epic adventures where we were immersed in the local culture of Peru
Travsessed Peru was the most well-thought-out, adventurous, incredible trip! Kim and Erran do such an amazing job at creating a culturally immersive and unique journey! The group was an instant family that motivated and inspired each other the whole way! I couldn’t have planned a better trip to Peru, and I wouldn’t trade the memories, tears, laughter and love for anything!
Kim and Erran put on the best trip imaginable!! Not only did I get to experience a new country for the first time but I got to meet some of the most amazing people to do it with ♥️ I love that we didn’t just do “touristy” things but got to experience a lot of the culture. I would do it again in a heartbeat. 100/100
