Santorini & Crete Multi-Adventure Tour

Couples, Friends & Solos
Couples, Friends & Solos
ALSO AVAILABLE FOR:
Families with Kids & Teens
Families with Teens & 20s
Families with 20s & Beyond

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

Santorini & Crete Multi-Adventure Tour

Couples, Friends & Solos
Couples, Friends & Solos
ALSO AVAILABLE FOR:
Families with Kids & Teens
Families with Teens & 20s
Families with 20s & Beyond

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16-23 (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

6 days

5 nights

Activity Levels 2-4

We categorize our trips based on a range of activity levels from leisurely (1) to avid (5) with plenty of options in between.

Premiere Hotels

Premiere Hotels - Experience the world’s best, from lavish luxury to chic retreats with prestigious alliances.

Deluxe Hotels - Find modern comforts in extraordinary settings, with great ambience and ample amenities.

Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

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.

... Read more
Walk/Hike
Bike
Yoga

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
  • Read More
Greece Santorini & Crete Multi-Adventure Tour map

Greece

StartHeraklion

EndSantorini

Airports & Travel details*

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

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Itinerary

Guest cycling on road, arid coastal town in distance, ocean behind it.

Days 1-3

Description

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.

Accommodations

Nights 1-3

Cayo Exclusive Resort & Spa
Plaka
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)

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Guests and local at dance class.

Days 4-6

Description

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.

Accommodations

Nights 4-5

Santo Pure Oia Suites & Villas
Santorini
Premiere Hotel

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

Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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Straight 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.

From $7,099 /person

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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

Cayo Exclusive Resort & Spa
Plaka

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

Santo Pure Oia Suites & Villas
Santorini

Premiere Hotel

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

From $7,099 /person

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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
Performance Road Bike

Included in your trip price

  • Ideal for avid cyclists
  • Responsive, efficient and comfortable
  • Drop handlebars only
Backroads Touring Bike
Backroads Touring Bike

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
Backroads Electric-Assist Bike

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+

From $7,099 /person

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Reviewed by 15 customers

Our new favorite country!

Submitted September 2024

By robin

From Toronto, Ontario

What an amazing trip. The people, food and scenery of Greece is amazing. Crete and Santorini are so interesting and the two hotels were outstanding. The biking was great with low traffic , the hiking was challenging and the scenery outstanding. Our group was just 12 guests and this was the perfect number and everyone was wonderful. This trip is a winner.

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Bottom Line Yes, I would recommend to a friend

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Ready to book our next Backroads trip!!

Submitted September 2024

By amy

From Atlanta

Our trip to Greece was amazing from start to finish! Truly exceeded our very high expectations. Now we get it! Wish we had started traveling with Backroads sooner....we will be doing another trip soon!! The hiking and biking were the perfect activity levels to work off all the great food and wine! Both resorts were very high end. And our guides felt like good friends and great hosts! First class all the way around!

Bottom Line Yes, I would recommend to a friend

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This trip was amazing. Beautiful and challenging.

Submitted November 2023

By Betsy

From Hamilton, Virginia

Backroads does not ever disappoint. The leaders are really wonderful and knowledgeable and very enthusiastic and energetic. The hotels are beyond great, and the activities and dining are well planned and varied!

Bottom Line Yes, I would recommend to a friend

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Our trip to Crete and Santorini was fabulous.

Submitted September 2023

By lindaC

From Calgary

The e-bikes and routes were on quiet, scenic roads. The guides excelled from the beginning to the end in group preparation and creating a fun, engaging experience. Each day there was time to enjoy the spectacular resorts we stayed at. The local Mediterranean food was always fresh, healthy and a nice variety.

Bottom Line Yes, I would recommend to a friend

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We are already planning our next Backroads adventure.

Submitted September 2023

By Kayla

From Redwood City, CA

Everything about this trip was perfect. The hotels were lovely, the activities were well supported, the itinerary was very thoughtfully planned and executed, the other guests quickly became new friends and the trip Leaders Davide Cattaneo and Joana Jacinto were phenomenal.

Bottom Line Yes, I would recommend to a friend

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It was the most amazing adventure! Beautiful, and dreamy

Submitted June 2023

By diana

From Herndon, VA

We loved every minute of this multi adventure! The hotels were excellent, the food out of this world, the guides were energetic and engaging, and views unforgettable!

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Sunrise in Santorini!

Bottom Line Yes, I would recommend to a friend

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Off the charts fabulous trip to Santorini and Crete!

Submitted September 2022

By sarah

From Denver, Colorado

Backroad's is a premier active travel company— another exceptional active adventure, one of more than 15 with this company. A+ in every way — from pre trip info, premiere hotels, exceptionally knowledgeable and accommodating guides, great hiking and biking routes to maximize your experience. Everyone should experience a trip to Santorini and Crete — truly a bucket list place in the world !

Bottom Line Yes, I would recommend to a friend

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Looking for an "I deserved this vacation"? Look at Backroads

Submitted September 2022

By RAP

From CT

I was a solo traveler on the Crete/Santorini multi-adventure trip. I never felt alone. I never had to think about logistics. I got a decent amount of exercise daily and ate far too much of extraordinary food (it just kept coming....). The entire trip was incredibly well planned- any hiccups occurred in the background and were never experienced by the group. It was an incredibly pleasurable experience without stress or worry. Thank you and kudos to you Backroads and our leaders for re-shaping how I define vacationl!!!

Bottom Line Yes, I would recommend to a friend

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Fantastic Multi-sport adventure

Submitted August 2022

By Mike

From Philadelphia

Historic and beautiful Crete was the perfect backdrop for some breathtaking (and challenging) bike rides and hikes (the gorge was amazing!!) Santorini and Thirasia were unique and a perfect follow up to biking Crete. This was a great family trip!

Bottom Line Yes, I would recommend to a friend

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Our trip to Greece was wonderful in every way

Submitted June 2022

By kari

From Owatonna, MN

The leaders were fun and knowledgeable. The hiking and biking was scenic. The food was excellent and the lodging simply amazing.

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Not too proud to admit I was very thankful for my e-bike!

Bottom Line Yes, I would recommend to a friend

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From $7,099 /person

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Dates & Prices

Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.

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1 adult

1 room, 1 bed

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Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $7,099 /person

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