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Santorini & Crete Family Multi-Adventure Tour - 20s & Beyond
Sun-Splashed Mythical Greek Isles
Beaches, deep mountain gorges and vestiges of great civilizations. Like a gift from the gods, Crete is a cyclist's paradise. Ride quiet roads on the outskirts of bustling port towns. Hike rugged island terrain and savor tranquil moments kayaking on 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
ACCOMMODATIONS: Premiere Hotels
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 legendary hospitality
- Wander amid the iconic blue and white colors of Santorini and then watch the sunset from the beach at our paradisiacal hotel
- Step back in time as you visit historic sites and old-world hamlets set amid orchards of apricots, figs and pomegranate
- Taste the Mediterranean flavors of local cuisine, savoring delicious fresh dishes honed by deeply rooted cooking traditions
6 Days Premiere Hotels
Begin your Cretan journey biking past tiny villages and citrus groves | Discover the Areti Monastery in Karydi, a fortified site still inhabited by monks | During a sunset cruise, savor a glass of sparkling wine | Walk tranquil trails through soaring gorges and an idyllic Mediterranean countryside | Soak up the sun and enjoy lunch at a local eatery | Cool off with a swim in the dazzling sea or relax at our luxurious resort in your private pool | Explore the ancient ruins at Lato, a well-preserved archaeological site with magnificent panoramic views of Crete's mountains and valleys | Take a festive boat excursion to neighboring Spinalonga Island | Ride quiet roads from the island's rugged interior to the Aegean Sea | Taste regional dishes and enjoy welcoming Cretan hospitality at a local taverna | Find your balance in a beachfront yoga class or pamper yourself at the spa.
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)
Awe-inspiring and alluring Santorini awaits after a ferry brings us across the jewel-toned Sea of Crete | Wander its 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 | Soak up iconic vistas and a peaceful morning from your kayak | Sip 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 souvenir.
Overlooking the dazzling Aegean Sea, this chic oasis blends elegant style with the authentic feel of this enchanting Greek isle. (pool, spa)
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
Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy.
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.
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.
Available Bike Options
- 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
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.
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, with some steep ascents and descents. 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. We'll flatten some of the hills with strategic shuttles to give you a boost (and to bypass some busier areas), but you should be comfortable with some long downhills or hopping in the van for a lift.
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.
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 small islands. And keep in mind that summer heat can make biking and hiking more challenging.