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7 Days | From $2,195

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About Your Tryp

This is a 7-day sailing trip along the Amalfi Coast of Italy for solo travellers in their 20s, 30s and 40s.

Alongside your crew and private Skipper, you’ll discover 6 cities and 3 different islands aboard a sailboat. Along the way you’ll relax on the finest coasts, discover local culture, feast on the freshest seafood, and marvel at the gorgeous coast of the Amalfi. We take care of all the nitty gritty details so you can focus on living your best life at sea and connecting with other adventurers!

This is the ultimate experience at sea!

Sailing Facts

What’s the Weather Like?

The weather of the Amalfi Coast averages around 27°C during the day and 22°C at night.

27°C

Average Temperature in high season

Do I Need To Know How To Sail?

Nope! You’ll be in great hands with our internationally certified skipper. They’ll take care of the sailing business so you can focus on living your best life at sea!

Will We Sleep In Open Waters?

No, each night we dock in a marina or off the shore. You’ll have ample opportunities to go on land and check out the different islands and cities we visit.

Timezone

Set your watches for GMT+2

Top 3 Experiences

Learning the Basics of Sailing
Sunsets at Sea
Beach Hopping

Top 5 Cuisine To Try

The Original Neapolitan Pizza
Limoncello
Fried Pizza
Cuoppo (Fried Fish)
Luciana Octopus

Subscribe to our Sail Amalfi mailing list!

Drop us your email to hear updates on our upcoming sailing trips to the Amalfi Coast and to access some great travel deals!

Package Includes

Stunning sailing, breathtaking landscapes, and an incredible group of other solo travellers.

Fully equipped yacht (includes mileage and insurance)

Professional & internationally certified skipper

6 unique cities

Max 10 travellers per yacht

Experienced Tryp Leader with you from start to finish

Remember, flights and food aren't included and prices are based on sharing a cabin. Single room upgrades are available. Click here for an estimate of additional costs.

ROUTE

DAY 1

Settle in Salerno

DAY 2

Sail to Positano

DAY 3

Capri

DAY 4

Sail to Ischia

DAY 5

Sorrento

DAY 6

Sail to Amalfi

DAY 7

Return to Salerno

DAY 8

Pompeii

Itinerary

DAY

01 Welcome to Italy!

Your adventure starts in Salerno, located on the Tyrrhenian Sea, this city dates back to prehistoric times. The town marks the start of the Amalfi coast and is a popular destination for the rich and the famous. Medieval churches blend seamlessly with ‘trattorias’ and fashionable boutiques. The seaside boulevard is full of greenery and is considered the most beautiful harbour in Europe.

Upon arrival you’ll make your way to the marina where you’ll be greeted by your Skipper and sailing crew. This first day will be dedicated to settling into your sailboat, gathering groceries with your crew, and preparing for your sailing adventure along the Italian Coast.

DAY

02 Positano

After breakfast on the sailboat, you and your crew will undergo a brief orientation led by your Skipper. You’ll learn some basic sailing etiquette, lyngo, and skills. Sailing is a team effort and everyone in your crew will be given a role and responsibility throughout the adventure. All aboard! We set sail to the amazing Positano, one of the gems of the Amalfi Coast!

Picturesquely situated on a steep mountainous slope, right above the sea, the city is full of narrow (and steep!) streets, boutiques, shops and pubs. It is often compared to the towns of the famous Cinque Terre - the similarity is striking. And the view from the yacht over the city at night is worth every sin! You can’t leave the city without enjoying at least one limoncello, a beloved local Italian liquor that is traditional to the Amalfi coast.

DAY

03 Capri

The exclusive island of Capri has been a resort destination since the Roman Republic. There you will enjoy the finest beaches and charming villas as you rub shoulders with some of the most elite tourists on the continent. This is the place to spoil yourself and sip a Martini amidst the gorgeous coast of the Tyrrhenian Sea.

After spending the day on the island, we will sail to the small island of Procida from the highest point of the town.

DAY

04 Ischia

The largest and most developed island in the Bay of Naples, Ischia is also home to a dormant volcano and is known for its mineral-rich thermal waters. There you will find gorgeous orchards, ancient necropolises, and countless vineyards. For the extra curious, you can rent a scooter or a car and make a mini road trip around the island to explore and enjoy the amazing views of Naples, Pompei, and Mount Vesuvius.

DAY

05 Sorrento

The elegant city of Sorrento is a dazzling destination known for its fabulous hotels, cafes, and romantic allure. Here, you will not find even one beach, as the entire city is perched atop a cliff with sweeping sea views. What you will find is a thriving nightlife to explore with your crew!

DAY

06 Amalfi

Today’s Amalfi is a charming and historically rich town nestled among breathtaking cliffs that plunge into the sea. It is hard to believe that it was once a maritime commercial superpower. Italian natives refer to the hillside city as the “pearl of the Mediterranean”. Your visit to Amalfi will reward you with a peek into the region’s lemon cultivation, iconic narrow alleyways carved into steep rock, tranquil beaches, and a plethora of authentic eating and drinking establishments, making it difficult to leave.

DAY

07 Salerno

Today we make our way back to our starting point of Salerno. But, not without first stopping in the small town Ravello. Take a walk through the city into Terraza Del Infinito, a beautiful middle age village with luscious gardens and vistas for one last dose of the country’s coastline.

DAY

08 Pompei

Our journey ends in the ancient city of Pompei, famously buried under volcanic ash upon the eruption of nearby Mount Vesuvius in 79 AD. Largely preserved under lava, the excavated city offers a unique snapshot of Roman life literally frozen in the moment. Today we dock the boat at port and pack our bags. We head back home with amazing memories and a new travel family. A sailor’s salute to the crew! Where one journey ends, another Tryp begins.

DAY

01 Welcome to ITALY!

Your adventure starts in Salerno, located on the Tyrrhenian Sea, this city dates back to prehistoric times. The town marks the start of the Amalfi coast and is a popular destination for the rich and the famous. Medieval churches blend seamlessly with ‘trattorias’ and fashionable boutiques. The seaside boulevard is full of greenery and is considered the most beautiful harbour in Europe.

Upon arrival you’ll make your way to the marina where you’ll be greeted by your Skipper and sailing crew. This first day will be dedicated to settling into your sailboat, gathering groceries with your crew, and preparing for your sailing adventure along the Italian Coast.

DAY

02 Positano

After breakfast on the sailboat, you and your crew will undergo a brief orientation led by your Skipper. You’ll learn some basic sailing etiquette, lyngo, and skills. Sailing is a team effort and everyone in your crew will be given a role and responsibility throughout the adventure. All aboard! We set sail to the amazing Positano, one of the gems of the Amalfi Coast!

Picturesquely situated on a steep mountainous slope, right above the sea, the city is full of narrow (and steep!) streets, boutiques, shops and pubs. It is often compared to the towns of the famous Cinque Terre - the similarity is striking. And the view from the yacht over the city at night is worth every sin! You can’t leave the city without enjoying at least one limoncello, a beloved local Italian liquor that is traditional to the Amalfi coast.

DAY

03 Capri

The exclusive island of Capri has been a resort destination since the Roman Republic. There you will enjoy the finest beaches and charming villas as you rub shoulders with some of the most elite tourists on the continent. This is the place to spoil yourself and sip a Martini amidst the gorgeous coast of the Tyrrhenian Sea.

After spending the day on the island, we will sail to the small island of Procida from the highest point of the town.

DAY

04 Ischia

The largest and most developed island in the Bay of Naples, Ischia is also home to a dormant volcano and is known for its mineral-rich thermal waters. There you will find gorgeous orchards, ancient necropolises, and countless vineyards. For the extra curious, you can rent a scooter or a car and make a mini road trip around the island to explore and enjoy the amazing views of Naples, Pompei, and Mount Vesuvius.

DAY

05 Sorrento

The elegant city of Sorrento is a dazzling destination known for its fabulous hotels, cafes, and romantic allure. Here, you will not find even one beach, as the entire city is perched atop a cliff with sweeping sea views. What you will find is a thriving nightlife to explore with your crew!

DAY

06 Sorrento

The elegant city of Sorrento is a dazzling destination known for its fabulous hotels, cafes, and romantic allure. Here, you will not find even one beach, as the entire city is perched atop a cliff with sweeping sea views. You can’t leave the city without enjoying at least one limoncello, a beloved local Italian liquor that is traditional to the Amalfi coast.

DAY

07 Amalfi

Today’s Amalfi is a charming and historically rich town nestled among breathtaking cliffs that plunge into the sea. It is hard to believe that it was once a maritime commercial superpower. Italian natives refer to the hillside city as the “pearl of the Mediterranean”. Your visit to Amalfi will reward you with a peek into the region’s lemon cultivation, iconic narrow alleyways carved into steep rock, tranquil beaches, and a plethora of authentic eating and drinking establishments, making it difficult to leave.

DAY

08 Pompei

Our journey ends in the ancient city of Pompei, famously buried under volcanic ash upon the eruption of nearby Mount Vesuvius in 79 AD. Largely preserved under lava, the excavated city offers a unique snapshot of Roman life literally frozen in the moment. Today we dock the boat at port and pack our bags. We head back home with amazing memories and a new travel family. A sailor’s salute to the crew! Where one journey ends, another Tryp begins.

EMAIL ME THE ITINERARY

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Drop us your email to hear updates on our upcoming sailing trips and to access some great travel deals!

Chat with Your Tryp Leader

Meet Kimo: A travel aficionado based in Toronto.

“Think gorgeous coastal cities, incredible food and rich history everywhere we go. Over 7 days, we’re island hopping across 6 different cities along the Amalfi coast. The vibe of this route is a little more bougie, with lots of opportunities for great dining, local culture and picturesque views at every corner!”

@kimobythetree

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Amalfi Highlights

Island hopping on our own private yachts!

The Coast Line

Positano

Sunset

Amalfi

Faraglioni

Capri

Accommodations

Check out how you’ll be living on your 7-day sailing adventure.

Yacht Exterior

Front Deck

Bathroom

Cabin For 2

Kitchen

Indoor Dining Area

Outdoor Patio

How It Works

Never sailed before? Don’t worry! We got you in 4 easy steps!

STEP 1

Choose your group size

STEP 2

Fly down & meet your crew

STEP 3

We teach you the 1s and 2s of sailing

STEP 4

Set sail and away we go!

BOOK NOW

How It Works

Never travelled with us before? Don’t worry! We got you in 4 easy steps!

STEP 1

Check Dates

STEP 2

Connect With Your Tryp Leader

STEP 3

Pack Your Bags

STEP 4

Book Your Flight

CHECK Dates

Sarah, Sailing 2021

“Hands down one of the best experiences in my life and I’d do it again in a heartbeat.”

“Sailing was like living a dream, it exceeded my expectations in ways I didn’t even think possible. The great thing about Tryps is that it connects people from all over the world. I can truly say that the friends I made on this trip are my family.”

Watch Video

Sarah, Sailing 2021

“Hands down one of the best experiences in my life and I’d do it again in a heartbeat.”

Watch Video

As Captured on Instagram

The latest from our Tryppers

@lifeisatryp

@pamm02

@strzkrzysiek

@pure_patties

@lifeisatryp

Sail the Amalfi Coast

Saturday

Jun 17, 2023

Saturday

Jun 24, 2023

Sold Out

$2195

$600

Saturday

Jun 15, 2024

Saturday

Jun 22, 2024

Available

$2195

$600

Drop Your Info

Sail the Amalfi Coast

This Is a 7-Day Sailing Trip Across the Amalfi Coast of Italy for Solo Travellers!

Sail the Amalfi Coast

This Is a 7-Day Sailing Trip Across the Amalfi Coast of Italy for Solo Travellers!

About Your Tryp

This is a 7-day sailing trip along the Amalfi Coast of Italy for solo travellers in their 20s, 30s and 40s.

What’s the Weather Like?

27°C

Do I Need To Know How To Sail?

Will We Sleep In Open Waters?

Timezone

Top 3 Experiences

Top 5 Cuisine To Try

Subscribe to our Sail Amalfi mailing list!

Package Includes

Stunning sailing, breathtaking landscapes, and an incredible group of other solo travellers.

DAY 1

DAY 2

DAY 3

DAY 4

DAY 5

DAY 6

DAY 7

DAY 8

Itinerary

DAY

01

Welcome to Italy!

DAY

02

Positano

DAY

03

Capri

DAY

04

Ischia

DAY

05

Sorrento

The elegant city of Sorrento is a dazzling destination known for its fabulous hotels, cafes, and romantic allure. Here, you will not find even one beach, as the entire city is perched atop a cliff with sweeping sea views. What you will find is a thriving nightlife to explore with your crew!

DAY

06

Amalfi

DAY

07

Salerno

Today we make our way back to our starting point of Salerno. But, not without first stopping in the small town Ravello. Take a walk through the city into Terraza Del Infinito, a beautiful middle age village with luscious gardens and vistas for one last dose of the country’s coastline.

DAY

08

Pompei

DAY

01

Welcome to ITALY!

DAY

02

Positano

DAY

03

Capri

DAY

04

Ischia

DAY

Are you
ready?