![Guest emoting to camera, white walled coastal buildings behind her.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_376_0.jpg.webp?itok=2Uf4fl4V)
![Four guests on rocky beach sitting on bench, overlooking ocean, one looking back at camera.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_189.jpg.webp?itok=A9ggc3ct)
![Light blue windowsill, overlooking blue and white Mediterranean domed houses.](/sites/default/files/styles/trip_gallery_full/public/2023/GR_shutterstock_219501214.jpg.webp?itok=-cNuVOHb)
![Sunset shot of Santorini, city lit up, church bell in foreground.](/sites/default/files/styles/trip_gallery_full/public/2023/GR_shutterstock_422093323.jpg.webp?itok=EJHyWoyc)
![POV shot of guests kayaking, sharp cliffs in distance.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_BBO_ST_19_014.jpg.webp?itok=-fUyI3vQ)
![Plate of empanadas.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_CCL_Guest_21_002.jpg.webp?itok=pqc_U53B)
![Close up of guest petting stray cat.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_CCL_Guest_21_009.jpg.webp?itok=nOXveF-1)
![Close-up of blue door on white building.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI-Z_KBA_Guest_22_002_0.jpg.webp?itok=2mQKEfV9)
![Group of young guests, arms over each other, sunset, white building behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRIB_LCA_Guest_22_002.JPG.webp?itok=Cm4QjZHl)
![Guests and local at dance class.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_036.jpg.webp?itok=rFzeE5tu)
![Guests walking through craggy valley, cliffs on either side.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_071.jpg.webp?itok=qJOz8kAn)
![Close up of blue domes of Santorini, ocean behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_232.jpg.webp?itok=xCez5A2m)
![Three guests on horseback, walking along coastline.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_251.jpg.webp?itok=qAUBwwMP)
![Two guests with fruit platter, white house, red floor behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_368.jpg.webp?itok=FLxcS3f_)
![Wide shot of Santorini cliffside, white houses, ocean, sunset.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_442.jpg.webp?itok=iV0JlIln)
![Two guests cycling along golden coastline, ocean to their right.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_147_0.jpg.webp?itok=cSeo1ew4)
Santorini & Crete Family Multi-Adventure Tour
From $6,299 - $6,699 /person
6 days
5 nights
Activity Levels 2-4
Premiere Hotels
Santorini & Crete Family Multi-Adventure Tour
6 days
5 nights
Activity Levels 2-4
Premiere Hotels
2024: Aug 2025: Jun-Aug
![Guest emoting to camera, white walled coastal buildings behind her.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_376_0.jpg.webp?itok=2Uf4fl4V)
![Four guests on rocky beach sitting on bench, overlooking ocean, one looking back at camera.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_189.jpg.webp?itok=A9ggc3ct)
![Light blue windowsill, overlooking blue and white Mediterranean domed houses.](/sites/default/files/styles/trip_gallery_full/public/2023/GR_shutterstock_219501214.jpg.webp?itok=-cNuVOHb)
![Sunset shot of Santorini, city lit up, church bell in foreground.](/sites/default/files/styles/trip_gallery_full/public/2023/GR_shutterstock_422093323.jpg.webp?itok=EJHyWoyc)
![POV shot of guests kayaking, sharp cliffs in distance.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_BBO_ST_19_014.jpg.webp?itok=-fUyI3vQ)
![Plate of empanadas.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_CCL_Guest_21_002.jpg.webp?itok=pqc_U53B)
![Close up of guest petting stray cat.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI_CCL_Guest_21_009.jpg.webp?itok=nOXveF-1)
![Close-up of blue door on white building.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRI-Z_KBA_Guest_22_002_0.jpg.webp?itok=2mQKEfV9)
![Group of young guests, arms over each other, sunset, white building behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRIB_LCA_Guest_22_002.JPG.webp?itok=Cm4QjZHl)
![Guests and local at dance class.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_036.jpg.webp?itok=rFzeE5tu)
![Guests walking through craggy valley, cliffs on either side.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_071.jpg.webp?itok=qJOz8kAn)
![Close up of blue domes of Santorini, ocean behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_232.jpg.webp?itok=xCez5A2m)
![Three guests on horseback, walking along coastline.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_251.jpg.webp?itok=qAUBwwMP)
![Two guests with fruit platter, white house, red floor behind them.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_368.jpg.webp?itok=FLxcS3f_)
![Wide shot of Santorini cliffside, white houses, ocean, sunset.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_442.jpg.webp?itok=iV0JlIln)
![Two guests cycling along golden coastline, ocean to their right.](/sites/default/files/styles/trip_gallery_full/public/2023/MGRID_JNI_ST_21_147_0.jpg.webp?itok=cSeo1ew4)
Sun-Splashed Mythical Greek Isles
Quiet seaside roads and rugged terrain make Crete a gift from the vacation gods. From here, journey across the Aegean to enjoy world-class luxury in Santorini. This family odyssey is nothing short of legendary.
Highlights
- Pair bike routes on dynamic and mountainous Crete with panoramic hikes on Santorini
- Archaeological site visits, local storytellers and traditional musical instruments keep the continuity of Greek history alive
- Kayak the turquoise sea, play and relax on black-, red- and white-sand beaches and explore ancient waterside ruins
- Learn how to cook Greek food like a local in a fun interactive lesson
- Kick back in cliffside infinity pools at whitewashed island retreats draped in bougainvillea
![Greece Santorini & Crete Family Multi-Adventure Tour map](/sites/default/files/styles/trip_page_map/public/2023/24_EM_MGRIF.jpg.webp?itok=A70oOZE8)
Start Heraklion, Crete
End Santorini
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
![](/sites/default/files/styles/itinerary_533/public/2023/MGRID_JNI_ST_21_189.jpg.webp?itok=WPofTi2s)
Days 1-3
Start your Cretan journey biking past tiny villages and olive groves • Hike rugged paths through coastal gorges and an idyllic Mediterranean countryside • Engage with locals at a co-op where they teach cooking methods that have been passed down through generations • Visit the Areti Monastery in Karydi, a fortified site still inhabited by monks • Kids learn to make pasta and olive oil at an organic farm • Grown-ups sip sparkling wine and other regional varietals • Bike quiet roads from the island's wild interior to the Aegean Sea • Sample regional dishes and enjoy Cretan hospitality at local cafés • Take in tranquil vistas of Spinalonga Island from a traditional sailboat and then swim off the boat • Find your balance in a yoga class by the beach or pamper yourself at the spa • Cool off with a dip in the sea or in the pool at our magnificent hotel.
![](/sites/default/files/styles/itinerary_533/public/2023/GRI_PR_Cayo_Main%20Entrance%20-%20External%20View%203.jpg.webp?itok=C9abIjJG)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Communal%20Pools%20%26%20Amphitheater%20Aerial.jpg.webp?itok=5CICtPKY)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Communal%20Pools%20%26%20Main%20Building%20-%20Evening%20View.jpg.webp?itok=1Lp8sXpX)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Kelari%20Gourmet%20-%20Exterior%20-%20Evening%20View.jpg.webp?itok=gw-zovAD)
![](/sites/default/files/styles/itinerary_533/public/2024/MGRI_LBA_ST_23_002.jpeg.webp?itok=AK7aBWaq)
Nights 1-3
Modern, eco-friendly design and Greek tradition harmoniously coexist in this luxurious retreat with multiple pools boasting sea views and menus curated by a Michelin-starred Chef. (pool, spa)
![](/sites/default/files/styles/itinerary_533/public/2023/GR_shutterstock_219501214.jpg.webp?itok=lTCDp02y)
Days 4-6
Ferry across the jewel-toned Sea of Crete to awe-inspiring and alluring Santorini • Wander through picturesque mazelike walkways, past the island's signature blue and white buildings that climb uphill like an architectural bougainvillea • A family game brings Greek history to life as you navigate the small alleyways of Pyrgos—the ancient former capital of Santorini during the Venetian Occupation • Kayak the bays of the region's famously unique red-, white- and black-sand beaches • Hike one of Santorini's most scenic volcanic trails • Luxuriate in the elegant simplicity of our hotel in the Greek village of Megalochori • Listen to millennia-old instruments and mythological stories • Capture the beauty of the Cyclades during a morning stroll for a perfect lasting memento.
![](/sites/default/files/styles/itinerary_533/public/2023/GRIF_PR_23_Vedema-Resort-Santorini_Pool-1.jpg.webp?itok=B9uKJt4i)
Nights 4-5
Hidden in an ancient village, this bright and stylish family-friendly retreat features traditional Cycladic design and excellent amenities. (pool, spa)
What's Included
See moreStraight Talk
We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.
Crete is renowned for its spectacular mountain ranges and dramatic gorges. The routes on this trip take you through the best of this diverse landscape. Level sections of riding are few and far between, and extreme seasonal changes in temperature can leave the roads weathered and worn. Also note that some routes follow quiet winding roads with minimal shoulder and few guardrails.
In order to access the most scenic biking routes and significant points of interest on this trip, strategic shuttles are incorporated into several days of our itinerary. Most will be limited to an hour or so at a time, but on some days you can expect to spend a bit more time in the shuttle. Please note that we have planned our itinerary to make the most of our time on these spectacular islands.
We travel by public ferry across the Aegean Sea to access the wonders of Santorini Island. Be prepared for the possibility of wet windy conditions and bring seasickness medication if you think you'll need it.
Crete and Santorini are popular tourist destinations with busy peak seasons, especially during the summer months and on national holidays. We've planned our itinerary to take you off the beaten path, but crowds are common on these islands. And keep in mind that summer heat can make biking and hiking more challenging.
Hotels
World-Class Hotels
Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
![](/sites/default/files/styles/itinerary_533/public/2023/GRI_PR_Cayo_Main%20Entrance%20-%20External%20View%203.jpg.webp?itok=C9abIjJG)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Communal%20Pools%20%26%20Amphitheater%20Aerial.jpg.webp?itok=5CICtPKY)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Communal%20Pools%20%26%20Main%20Building%20-%20Evening%20View.jpg.webp?itok=1Lp8sXpX)
![](/sites/default/files/styles/itinerary_533/public/2024/GRI_PR_Cayo_Kelari%20Gourmet%20-%20Exterior%20-%20Evening%20View.jpg.webp?itok=gw-zovAD)
![](/sites/default/files/styles/itinerary_533/public/2024/MGRI_LBA_ST_23_002.jpeg.webp?itok=AK7aBWaq)
Nights 1-3
Premiere Hotel
Modern, eco-friendly design and Greek tradition harmoniously coexist in this luxurious retreat with multiple pools boasting sea views and menus curated by a Michelin-starred Chef. (pool, spa)
![](/sites/default/files/styles/itinerary_533/public/2023/GRIF_PR_23_Vedema-Resort-Santorini_Pool-1.jpg.webp?itok=B9uKJt4i)
Nights 4-5
Premiere Hotel
Hidden in an ancient village, this bright and stylish family-friendly retreat features traditional Cycladic design and excellent amenities. (pool, spa)
Gallery
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
![Backroads Performance Road Bike](/sites/default/files/styles/whats_included/public/2020/Equipment_Bikes_Performance_600x400.jpg.webp?itok=xHdrLkfS)
Included in your trip price
- Ideal for avid cyclists
- Responsive, efficient and comfortable
- Drop handlebars only
![Backroads Touring Bike](/sites/default/files/styles/whats_included/public/2024/Equipment_Bikes_Touring_600x400.jpg.webp?itok=B5CO-eD2)
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
![Backroads Electric-Assist Bike](/sites/default/files/styles/whats_included/public/2023/Electric_Assist_Bike.jpg.webp?itok=W7NEAvmZ)
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
Min. age to ride e-bike: 16+
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Looks like you’re traveling with a smaller group
Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
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Group size is required to show per-person pricing. Your group size can be approximate and can change.