Santorini & Crete Multi-Adventure Tour

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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (min. age 4)

From $6,599 - $7,749 /person

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 - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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

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 Older Teens & 20s Best for ages 17-23 (min. age 14)

Families with Teens & Kids Best for ages 9-17 (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 - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

Casual Plus Hotels - A step above Casual but not quite Premiere.

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.

2024: May-Oct 2025: May-Oct

From $6,599 - $7,749 /person

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 active adventure is legendary.

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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 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 pomegranates
  • Celebrate the Mediterranean flavors of local cuisine, savoring delicious fresh dishes honed by deeply rooted cooking traditions
Greece Santorini & Crete Multi-Adventure Tour map

Greece

Start Heraklion

End Santorini

Airports & Travel details*

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

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Itinerary

Days 1-3

Description

Start your active journey in Crete biking past tiny villages and olive groves • 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 the 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 • 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 • Opt to find your balance in a yoga class by the beach or 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.

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.

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.

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 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. 

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. Please note that we have planned our itinerary to make the most of our time on these spectacular islands.

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

Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

Request itinerary

From $6,599 - $7,749 /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 $6,599 - $7,749 /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

Min. age to ride e-bike: 16+

From $6,599 - $7,749 /person

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From $6,599 - $7,749 /person

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Dates & Prices

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.

Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want more information? Download a detailed itinerary.

Itineraries include detailed descriptions of each day, tips on travel arrangements, regional highlights and more. It's the perfect tool to help you choose!

Request itinerary

Book with Confidence

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

Learn more

From $6,599 - $7,749 /person

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