Tuscany by the Sea Bike Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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

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

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

6 days

5 nights

Activity Levels 1-4

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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (Black)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

5 nights, Luxury Hotels

Learn more about where you'll stay.

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Tuscany by the Sea Bike Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

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

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

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

6 days

5 nights

Activity Levels 1-4

Tooltip Desktop

We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

5 nights, Luxury Hotels

Learn more about where you'll stay.

2026: Aug-Oct 2027: Apr-Oct

From $6,599 - $7,699/person

Italian Vineyards & Romantic Coast

La natura può più dell’arte—nature is the best teacher. This Italian proverb comes to life in Tuscany’s Maremma, where rolling vineyards shape the countryside and the Tyrrhenian Sea glows in luminous shades of blue.

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Highlights

  • Journey from the cypress-and-vineyard dotted hills of the storied Tuscan countryside to the sparkling waters of the Silver Coast
  • Pedal routes that trace ancient Roman roads, wind through forests and vineyards, and skirt the Tyrrhenian Sea
  • Set sail across aquamarine lagoons with an exclusive experience on a historic luxury veliero (sailing ship)
  • Celebrate the bounty of this exceptional region with tastings of Super Tuscan wines and meals that spotlight fresh-caught seafood
  • Bask under il sole at two beautiful hotels, including an elegant coastal retreat
Tuscany by the Sea Bike Tour Map

Italy

Start Pisa

End Rome

Airports & Travel details*

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

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Itinerary

Backroads guest holding a glass of wine with a vineyard in the background.

Days 1-2

Description

Benvenuti in Toscana! Our first taste of the region’s extraordinary cuisine awaits at a family-style lunch • Bike across the rolling coastal hills of Southern Tuscany, following cycling routes past rustic farms, thick forests and miles of vineyards • Pedal a section of an ancient Roman road that connects Pisa and Rome • Soak up sparkling bay views in the bustling fishing town of Castiglione della Pescaia • Kick back on the beach or cool off with gelato as you stroll the old town center • Tackle the climb to Tirli with sweeping vistas over the Mediterranean Sea • Pair Super Tuscans with a gourmet dinner at a renowned local restaurant.

Accommodations
Gallia Palace Hotel

(2 nights, Luxury Hotel)

Nights 1-2

Gallia Palace Hotel
Punta Ala
Luxury Hotel

Balanced between Tuscan forest and the Maremma's sparkling coastline, this exquisite family-owned retreat offers access to the best of the region. A Relais & Châteaux member. (pool, spa)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Group of guests relaxing on sailboat, coastal town in background.

Days 3-6

Description

Walk the steep lanes of Talamone, a medieval fortress overlooking the sea • Breathe in the sea air on an exhilarating ride through foothills and valleys to Orbetello Lagoon, a World Wildlife Fund Oasis • Climb to the hilltop town of Capalbio as the blue ocean shimmers in the distance • The blue-green lagoon and spectacular promontory of Monte Argentario make for unforgettable scenery as you sail across the sea via private boat • Pedal to the summit of Monte Argentario with its panoramic views of the wooded hills and lagoon below • Relax in the comfort of our sumptuous hotel and explore Porto Ercole on foot.

Accommodations
La Roqqa

(3 nights, Luxury Hotel)

Nights 3-5

La Roqqa
Porto Ercole
Luxury Hotel

Positioned above the picturesque harbor, with a beach club and rooftop terrace, this boutique hotel emphasizes a sustainable and minimalist design with a nod to its natural surroundings. Small Luxury Hotel of the World member.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

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 $6,599/person

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Dates & Prices

Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD. 

Unplugged

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

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

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!

Download & Share

Book with Confidence

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

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From $6,599/person

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