Santorini & Crete Multi-Adventure Tour
Santorini & Crete Multi-Adventure Tour
Santorini & Crete Multi-Adventure Tour
Santorini & Crete Multi-Adventure Tour
Santorini & Crete Multi-Adventure Tour
Santorini & Crete Multi-Adventure Tour
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Santorini & Crete Multi-Adventure Tour

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 islands, world-class hospitality, luxurious coastal retreats. This trip is legendary.

THIS ITINERARY: 6 days, 5 nights


FROM: $5,499 - $5,799 pp dbl occ
($1,600 for sgl occ)



Start Heraklion, Crete / End Santorini

Start/End locations may vary. Do not book flights until your trip details are confirmed.

  • Bike through vestiges of great civilizations in Crete, an island known today for its stunning scenery and warm hospitality
  • Hike amid the iconic blue and white colors of Santorini and then watch the sunset from the beach at our paradisiacal hotel
  • Journey back in time as you visit historic sites and old-world hamlets set amid orchards of apricots, figs and pomegranate
  • Celebrate the Mediterranean flavors of local cuisine, savoring delicious fresh dishes honed by deeply rooted cooking traditions
The Backroads Experience
The Backroads Experience
Backroads Multi-Adventure Trips
Meet Our Leaders
Accommodations may vary based on departure date.
6 Days Premiere Hotels
Accommodations may vary based on departure.
Days 1-3

Start your journey in Crete biking past tiny villages and olive groves | Visit the Areti Monastery in Karydi, a fortified site still inhabited by monks | Sip a glass of sparkling 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 your private pool at our palatial 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 | Hop aboard a boat for an excursion to neighboring Spinalonga Island | Bike quiet roads from the island’s rugged interior to the Aegean Sea | Sample regional dishes and enjoy Cretan hospitality at a local taverna | Opt to find your balance in a yoga class by the beach or pamper yourself at the spa.

Blue Palace Resort and Spa, Crete, Greece
Blue Palace Resort & Spa
| Premiere Hotel

Luxurious bohemian atmosphere and private infinity pools with stunning views of the sea are just part of what makes this island resort feel so appropriately named. (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 Maris Oia, a Greek Isle oasis | Capture the beauty of the Cyclades during a sunrise walk for a perfect lasting memento.

Santo Maris Oia, Santorini, Greece
Santo Maris Oia
| Premiere Hotel

Overlooking the dazzling Aegean Sea, this chic oasis blends elegant style with the authentic feel of this enchanting Greek isle. (pool, spa)

Dates & Prices

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy

SMALL GROUP? TRY RENDEZVOUS | An extra leader and van for even more flexibility | Call us to book your Rendezvous.

Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.

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Activity Level: 2-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do. LEARN MORE.

Day 1
Level 2 | 12 miles* | 700 ft. gain
Level 3 | 18 miles | 1600 ft. gain
Areti Monastery Visit (30 minutes)
Day 2
Walking & Hiking
Level 2 | 4 miles | 600 ft. gain
Tour of Lato Archaeological Site (45 minutes)
Yoga (1 hour)
Day 3
Level 2 | 16 miles* | 1500 ft. gain
Level 3 | 22 miles* | 2600 ft. gain
Level 4 | 30 miles | 3000 ft. gain
Walking Tour of Spinalonga Island (1.5 hours with round-trip boat ride)
Day 4
Walking & Hiking
Level 2 | 3 miles* | 600 ft. gain
Level 3 | 6 miles | 1000 ft. gain
Ferry to Santorini (3 hours)
Day 5
Walking & Hiking
Level 2 | 4 miles | 500 ft. gain
Level 3 | 7 miles | 900 ft. gain
Thirasia Island Visit (half day)
Day 6
Sunrise Walking Tour (2 hours)
* Includes shuttle.

Note: This region's landscape is characterized by constant rises and valleys; the continuously rolling terrain and varied road conditions (as well as summertime heat) can make routes feel more challenging than the mileage may suggest.

What's Included

Available Bike Options

The key to a stellar day's ride is a bike that's perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.

Performance Road Bike

This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork. 

Touring Bike

A proven classic, our most popular custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.

NEW! Electric-Assist Bike

Our newly redesigned titanium e-bike is a lightweight yet powerful machine unique in the world of e-bikes. It provides plenty of power to flatten the hills and more than enough battery range to cover the distance.

Also Included

  • All breakfasts, 5 lunches, 4 dinners
  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Straight talk

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

Terrain & Shuttles

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 the winters can leave the roads weathered and worn. Also note that some routes follow quiet winding roads with minimal shoulder and few guardrails. 

Shuttle Time

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. Rest assured that we have planned our itinerary to make the most of our time on this spectacular island. So sit back and relax, knowing that someone else is doing the driving, and enjoy the beauty of the journey.

Ferry Crossing

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.

Summer Heat & Crowds

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 small islands. And keep in mind that summer heat can make e-biking and hiking more challenging.

Ask a trip expert

Have a question and need expert advice? Our team of Trip Consultants is here to help! You can also visit our FAQ's.

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