Santorini & Crete Multi-Adventure Tour
6 days
5 nights
Activity Levels 2-4
Premiere Hotels
Santorini & Crete Multi-Adventure Tour
6 days
5 nights
Activity Levels 2-4
Premiere Hotels
2025: May-Oct
Sun-Splashed Mythical Greek Isles
Beaches, deep mountain gorges and vestiges of great civilizations. Like a gift from the gods, Crete is a vacation paradise. Ride quiet roads on the outskirts of bustling port towns. Hike rugged island terrain and savor tranquil moments by the sea. Then journey across the Aegean to breathtaking Santorini. Ancient Mediterranean traditions, world-class hospitality, luxurious coastal retreats. This is an active adventure of mythological proportions.
Highlights
- Bike through fascinating ancient sites in Crete, an island known today for its stunning scenery and warm hospitality
- Hike amid the iconic blue and white colors of Santorini and watch the sunset from the terrace of our heavenly hotel
- Journey back in time as you visit historic sites and old-world hamlets set amid orchards of apricots, figs and pomegranates
- Celebrate the Mediterranean flavors of local cuisine, savoring fresh dishes honed by deeply rooted cooking traditions
StartHeraklion
EndSantorini
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-3
Start your active journey in Crete biking past tiny villages and olive groves • Sip a glass of wine and learn a traditional Cretan dance • Soak up the sun over lunch at a local eatery • Cool off with a swim in the dazzling sea or relax in the pool at our resort • Hike tranquil paths through soaring gorges and an idyllic Mediterranean countryside • Explore the ancient ruins at Lato, a well-preserved archaeological site with extraordinary panoramic views of Crete’s mountains and valleys • Take in tranquil vistas of Spinalonga Island from a traditional sailboat, then drop anchor for a swim in the sea • Bike quiet roads from the island’s rugged interior to the Aegean Sea • Visit the Areti Monastery in Karydi and discover the legend behind this fortified site • Sample regional dishes and enjoy Cretan hospitality at a local taverna • Find your balance in a yoga class or opt to pamper yourself at the spa.
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)
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 • Hike one of Santorini’s most scenic volcanic trails • Step into the past as you explore the quiet island of Thirasia • Sample crisp, volcanic soil-grown local wines • Luxuriate in the elegant simplicity of Santo Pure Oia Suites & Villas, a Greek Isle oasis • Capture the beauty of the Cyclades during a sunrise walk for a perfect lasting memento.
Nights 4-5
Overlooking the dazzling Aegean Sea, this chic oasis blends elegant style with the authentic feel of this enchanting Greek isle. (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.
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)
Nights 4-5
Premiere Hotel
Overlooking the dazzling Aegean Sea, this chic oasis blends elegant style with the authentic feel of this enchanting Greek isle. (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.
Included in your trip price
- Ideal for avid cyclists
- Responsive, efficient and comfortable
- Drop handlebars only
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
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
- Limited availability on Unplugged Bike Tours; learn more
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.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.