Sail the Amalfi Coast

This Is a 7-Day Custom Sailing Experience Across the Amalfi Coast Of Italy For Solo Travelers In Their 30s!

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 2 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

  1. Learning the Basics of Sailing
  2. Sunsets at Sea
  3. Beach Hopping

Top 5 Dishes To Try

  1. The Original Neapolitan Pizza
  2. Sfogliatelle (Pastry)
  3. Fried Pizza
  4. Cuoppo (Fried Fish)
  5. Luciana Octopus

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 Naples

DAY 2

Sail to Salerno

DAY 3

Positano

DAY 4

Sail to Ischia

DAY 5

Capri

DAY 6

Sail to Sorrento

DAY 7

Return to Naples

DAY 8

Our Farewells

Itinerary

DAY

01

Welcome to Italy!

Your adventure starts in Naples, described as the most artistic city in Italy. Its old town has been added to the UNESCO World Heritage List and is filled with astounding architecture reflected in the many monuments, churches, and palaces. Not to mention its cuisine is second to none in the country! Upon arrival you’ll make your way to the marina where you’ll be greeted by your Skipper and Boat Tryp 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

Salerno

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 Salerno, 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.

DAY

03

Positano

One of the gems of the Amalfi Coast, the amazing Positano! 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!

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 and make a mini road trip around the island to explore and enjoy the amazing views of Naples, Pompei, and Mount Vesuvius.

DAY

05

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.

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

Popmpei

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 Naples, described as the most artistic city in Italy. Its old town has been added to the UNESCO World Heritage List and is filled with astounding architecture reflected in the many monuments, churches, and palaces. Not to mention its cuisine is second to none in the country! Upon arrival you’ll make your way to the marina where you’ll be greeted by your Skipper and Boat Tryp 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

Salerno

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 Salerno, 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.

DAY

03

Positano

One of the gems of the Amalfi Coast, the amazing Positano! 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!

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 and make a mini road trip around the island to explore and enjoy the amazing views of Naples, Pompei, and Mount Vesuvius.

DAY

05

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.

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

Popmpei

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.

POV: You're Sailing Italy

POV: You're Sailing Italy

“Sailing was like living a dream!”
“The great thing about Tryps is that it connects people from all over the world!”
“Exceed my expectations in ways I didn’t even think were possible!”

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 Availability

STEP 2

Connect With Your Tryp Leader

STEP 3

Pack Your Bags

STEP 4

Book Your Flight

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.”

As Captured on Instagram

The latest from our Tryppers

@lifeisatryp

@pamm02

@strzkrzysiek

@pure_patties

@lifeisatryp

 Important Notes

Some tips on how best to plan your tryp!

Are you
ready?