Boat from Cartagena to Panama & back

The marine experience created for adventurers!

The unforgettable trip on the boat Alessandra. Join us on one of our sailing tour from Colombia (Cartagena) to Panama or Panama to Colombia (Cartagena). Enjoy nature, amazing food, snorkeling, swimming, relaxing and meet people from all over the world. Discover the paradisiac San Blas Islands: an idyllic place. Enjoy this unique and wonderful experience, knowing the prettiest of the Caribbean Sea and its beautiful nature, in the islands of the Kuna native, with their ancient civilization.

Book Now

About Us

This is what you should know about this great experience.

Our Boat

Activities

Tour And Crew

Booking

You will enjoy a unique and unforgettable experience!

Phone: (+57) 312 556 3931

WhatsApp: (+507) 6031 2380

Email: info@cartagenasailing.com

Next Departures

December 2025

From Cartagena04
From Panama10
From Cartagena23
From Panama30

January 2026

From Cartagena10
From Panama16
From Cartagena29

February 2026

From Panama04
From Cartagena18
From Panama24

March 2026

From Cartagena07
From Panama13
From Cartagena24
From Panama30

Restyling Of Alessandra

Jana Schloegl

22:01 09 Feb 25

It was an amazing experience. I started from Cartagena and went to Panama City. The first two days were over the open sea, but already this was very exciting. The last three days on the different islands were even better. You see beautiful nature, can relax on the boat or doing bonfires on the island. On top of that, the boat itself is very unique and adds to the experience. Furthermore the captain and the crew were lovely and made delicious food. Would love to do it again.

Jana Johannsen

15:58 09 Feb 25

Thank you for this unique and unforgettable (pirate) experience on the Alessandra! We had such a great time with countless magical moments.Whether it was being accompanied by dolphins on the open sea, exploring the stunning San Blas Islands, snorkeling in coral reefs, eating fresh fish, watching the stars by the campfire in the evening, or celebrating like real pirates!Thanks to Rudi & the crew for this very special time!

David Divad

22:59 07 Feb 25

Travelling with the Alessandra from Cartagena to Panama via the San Blas islands has been definitely the highlight of my eight month trip across the Americas. I’ve heard of “legend” Rudi - the captain - beautiful pirate boat from other travellers and was not disappointed. Expect an adventurous passage over the open sea with stunning sunsets. We even encountered several groups of dolphins.And the San Blas islands are an absolute gem. Turquoise water, beautiful white beaches and lots of things to do on the boat and the islands. And on top Rudi is supported by his lovely crew. We had a lobster dinner that was out of this world and just each meal was just delicious. I’ve hardly ever been so good to give five stars.P.S. You can s*** on the same toilet as Brad Pit once did.

Jan Brilke

00:19 23 Nov 24

The trip with Rudi, the crew and it's Alessandra was an amazing experience that I would always recommend to my friends and anyone that wants to explore the san blas islands! The food was incredible too! Alessandra is now our second home and surely the best ship you will encounter. Looking forward to a next time!

Florian Christen

20:59 02 Jul 24

The sailing trip on the pearl Alessandra was definitely one of our highlights whilst travelling.We spent a few days in paradise, chilling with drinks in the Caribbean water, snorkeling and playing volleyball.The group dynamic was great and we spent hours playing games and enjoying life together with spectacular views.Three times a day we were spoilt with delicious food. Italian based, with fresh fish and lobster, what more could you want.Although the waves weren't too big crossing the open water, everyone felt it a bit and were glad to have pills with us.Thanks Rudy, Yamile and Calmis for everything you did to make unforgettable memories.

Philipp Jott

23:14 23 Mar 24

🏴‍☠️ Best way to cross a borderrrrrr!🏝️ San Blas Islands are tranquil and wonderful. White beaches, crystal clear water, lonely islands, lovely and welcoming Kuna Yala with their handcrafted and colorful Molas.⚓️ The pirate ship Alessandra is a well aged and authentic pearl of the caribbean.👨🏼‍✈️ Captain Rudy knows what he does and shares his passion with everyone interested (in german, english, spanish, italian)👩🏽‍🍳 The crew came up with the best service, Arrrrrrrrsome food and good vibes.They took care of special needs and wishes.🙆🏽‍♂️ TPA: Tall Person Approved (195cm)📝 Looking for an experience you will not forget?Book a trip with Alessandra and Cartagena Sailing! ⛵️

Małgorzata Ociepa

19:58 23 Mar 24

I had an amazing adventure with captain Rudy and his crew on board of Alessandra! San Blas is a real paradise, I enjoyed every island chosen by the captain. The food was so tasty, fresh and lot of seafood every day. The whole experience 10/10!

Marianne C

19:06 23 Mar 24

A great experience sailing from Panama to Cartagena on the boat Alessandra. The captain was always attentive and looked out for our safety, the food was excellent and there was plenty of space to socialize on the deck. Fantastic crew!Ricardo Chacon

Mia Ihamuotila

21:50 17 Mar 24

I was sailing with a fantastic group from Cartagena to Panama. Rudi, the captain, is a very experienced sailor and will take you even over the biggest waves. He is very funny and takes care of everything. The crew, Jamila, Kelmin and Carlos, are amazing, so friendly and funny and do their job so extremely well as well. Food is delicious. The boat is so unique and offers a once in a lifetime experience. Rudi decides the islands that you will visit according to the conditions and he knows the area super well. Nothing to complain. Loved every second of this trip! Despite the first night/day sea sickness, take your pills in time hah! Thank you, Alessandra!

Anna Esser

12:49 30 Jan 24

Sailing the San Blas Islands with the Alessandra was an experience of a live time. We looked for ways to travel from Panamá to Colombia without taking a flight so sailing was our favorite option but the Alessandra passed our expectations. We arrived late in the evening and the boat awaited as with homely lights. At daylight it shows its unice beauty of a pirate queen. As we traveled off season and with strikes hitting Panamá we were a quite small group and had a lot of space on the ship as well as on the islands. White beaches, palm trees and riffs in the clear water and nothing else that keeps you busy until Rudi calls for eating. We had fresh fish and seafood every day and you can literally taste how much Rudi likes cooking. For us the new route with one more day at the beach of Sapzurro and Capurganá was perfect, less time of seasickness and we could head directly towards Medellín instead of going to Cartagena as the others. Niki helped with the comunication and kept in touch with us during the whole journey. Thanks a lot!