Food-Obsessed Sailing in Portugal

$500.00

Price listed is for the deposit—the full price per traveler is $3,200.

Perfect for food lovers, boat babes, & anyone who needs a real holiday

WHEN August 16-23 & August 23-30, 2026

PRICE 3,200USD per traveler

We will meet in Lisbon on Day 1, have our delicious welcome dinner that night, sleep on the boat and set sail the next day. We will sail south of Lisbon for the next week—depending on weather, we could be going from Cascais to Sesimbra, Tróia, Sines, Setúbal and back to Lisbon. Here’s a Google Maps thingy of these spots. We will return to Lisbon on Day 7, have our final group send off evening, sleep on the boat one last night and then the trip officially ends on the morning of Day 8.

This will take us through Arrábida Marine Park, where we might see the famous Setúbal dolphins (see photos of them here)!!! This woman wrote a travel blog about the area—every sail boat you see in the background will be us, chilling in the bay and avoiding the chaos of coming in by road! Also those Portuguese beach donuts?! Say less.

The Sado estuary is also home to the Portuguese oyster, a variety of oyster that was once the most sought-after in France. Local conservation efforts have brought this variety back from the brink of extinction and we’ll be able to taste them on our trip! YUM.

Find more details here.

By saving your spot, you are placing a deposit for this trip. The remaining payment will be due 90 days before trip start date. We will email you with more information and to welcome you to the trip. Both the deposit and the remaining trip price are non-refundable.

Date:

Price listed is for the deposit—the full price per traveler is $3,200.

Perfect for food lovers, boat babes, & anyone who needs a real holiday

WHEN August 16-23 & August 23-30, 2026

PRICE 3,200USD per traveler

We will meet in Lisbon on Day 1, have our delicious welcome dinner that night, sleep on the boat and set sail the next day. We will sail south of Lisbon for the next week—depending on weather, we could be going from Cascais to Sesimbra, Tróia, Sines, Setúbal and back to Lisbon. Here’s a Google Maps thingy of these spots. We will return to Lisbon on Day 7, have our final group send off evening, sleep on the boat one last night and then the trip officially ends on the morning of Day 8.

This will take us through Arrábida Marine Park, where we might see the famous Setúbal dolphins (see photos of them here)!!! This woman wrote a travel blog about the area—every sail boat you see in the background will be us, chilling in the bay and avoiding the chaos of coming in by road! Also those Portuguese beach donuts?! Say less.

The Sado estuary is also home to the Portuguese oyster, a variety of oyster that was once the most sought-after in France. Local conservation efforts have brought this variety back from the brink of extinction and we’ll be able to taste them on our trip! YUM.

Find more details here.

By saving your spot, you are placing a deposit for this trip. The remaining payment will be due 90 days before trip start date. We will email you with more information and to welcome you to the trip. Both the deposit and the remaining trip price are non-refundable.

What's the plan?

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What's the plan? *

  • Arrive in Lisbon, meet the crew, and settle into our floating home. We’ll head into the city for dinner as a group, our first introduction to each other and the slow rhythm of Portuguese evenings.

  • A relaxed morning sail to Sesimbra with breakfast onboard. In Sesimbra, you can explore with the group or head out on your own: stroll the waterfront, visit the castle, and squeeze in a swim or seafood lunch.

  • Wake up early to wander Sesimbra’s famous fish market. After breakfast, we’ll sail along the coast to Tróia, known for its miles of pristine golden beaches, crystal-clear waters, and resident dolphins. We’ll spend the afternoon swimming, relaxing onboard, or walking the dunes before dinner together in town.

  • Today is one of our longer sailing days, giving us time to settle into life at sea. Expect long stretches of coastline, salty air, naps on deck, and the occasional stop for a swim if conditions allow. We’ll arrive in the historic port town of Sines by evening, where whitewashed buildings and quiet streets overlook the Atlantic.

  • A slower day to enjoy Sines and the surrounding coastline. You can wander the market, relax at the beach, take a swim, or simply enjoy a slow morning with coffee on deck. In the evening, we’ll gather for dinner together.

  • We’ll sail back north toward Setúbal. Along the way, we may stop in secluded bays for swimming or lunch onboard. Setúbal is known for its fishing culture, lively markets, and excellent seafood, making it the perfect place for a long dinner ashore.

  • Our final sail takes us back toward Lisbon. We’ll spend the day soaking up the last moments onboard: reading on deck, swimming, sharing meals, and watching the coastline drift by before returning to the city. For our final meal, we’ll experience Lisbon’s fado scene.

  • After breakfast, we’ll say goodbye and head our separate ways — hopefully saltier and with a few new friends.

What's included?

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What's included? ~

  • Our home and transportation for the week!

  • Care for a sunrise paddle? How about a snorkel in the shallows? These will be available on the boat.

  • We’ll be in safe hands with Rui, our captain for the week.

  • Dr. Austin will be leading our learning on this trip, as well as whipping up some killer meals in our boat kitchen.