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sailing

PUERTO RICO & SPANISH VI

Grab your speedos and leave your worries at the dock. We’re setting sail through spicy Puerto Rico and the Spanish Virgin Islands for an unforgettable, guys-only Caribbean nauti adventure!

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puerto Rico & Spanish VI

Slip into the warm, turquoise waters of Puerto Rico and the Spanish Virgin Islands for a week of sun-kissed skin, salty hair, and pure tropical freedom with an incredible group of guys. We will sail between untouched white-sand beaches, secret anchorage spots, and the wild, breathtaking beauty of Culebra, Vieques, and Puerto Rico.

 

Whether you are diving into crystal-clear reefs, hiking to scenic island lookouts, or skinny-dipping in secluded coves under the blazing sun, every day brings a new way to drop anchor and unwind. Drop your worries at the dock, let the Caribbean heat melt away every last trace of stress, and soak up a week packed with epic sailing, lush island vibes, and unforgettable moments on the water.

LIFE ABOARD

What's a day like?

Wake up to the sound of water on the hull, take a dip before breakfast, sail to a new island for lunch, cool off snorkeling the reefs, and end the day with a drink in hand watching the sun go down. Come for the handsome men, stay for the adventure!

Crewed luxury catamaran for 8 guys

Chef-cooked meals and a stocked bar

Snorkel gear, paddleboards, floats and games aboard

Organic routes that follow the weather and the vibe

DAY 6

SAIL TO PUERTO RICO

Our last day sailing, as we tour the east side of rugged Puerto Rico. Staying the night just outside of Del Ray Marina.

DAY 5

EXPLORE VIEQUES ISLAND

​This gem has a Spanish sole and a vibrant vibe. An authentic look at what the Spanish Virgin Islands once were, and could be again.

DAY 4

DAY SAILING TO VIEQUES

Relaxing day sailing between Culebra and Vieques islands. Good day to get rid of those pesky tan lines...

DAY 2

CULEBRITA ISLAND

We'll spend the day exploring one of the most remote islands of the Puerto Rico chain of islands, before sailing to Culebra.

DAY 3

CULEBRA ISLAND

Stunning! One of the most beautiful, sleepy islands, with the most beautiful beach in the world, Flamenco Beach!

DAY 1

DEPART ST THOMAS, USVI

Depart Sunday 9 am from USVI. Remember this is an each-way trip to Puerto Rico. Week 1 is USVI to Puerto Rico. Sail to Culebrita isle.

A sample itinerary - the wind, the weather and the group decide the final call. That flexibility is half the fun!

Week 1 - USVI to Puerto Rico

DAY BY DAY

DAY 7

DEPART - DEL RAY MARINA

On the last morning we will return to port for a prompt 10 am send off. Free to explore the main island of Puerto Rico.

DAY 6

SAIL TO PUERTO RICO

Our last day sailing, as we tour the east side of rugged Puerto Rico. Staying the night just outside of Del Ray Marina.

DAY 5

EXPLORE VIEQUES ISLAND

​This gem has a Spanish sole and a vibrant vibe. An authentic look at what the Spanish Virgin Islands once were, and could be again.

DAY 4

DAY SAILING TO VIEQUES

Relaxing day sailing between Culebra and Vieques islands. Good day to get rid of those pesky tan lines...

DAY 2

CULEBRITA ISLAND

We'll spend the day exploring one of the most remote islands of the Puerto Rico chain of islands, before sailing to Culebra.

DAY 3

CULEBRA ISLAND

Stunning! One of the most beautiful, sleepy islands, with the most beautiful beach in the world, Flamenco Beach!

DAY 7

ARRIVE IN ST THOMAS, USVI

Arrive in USVI (St Thomas) for a 9 am disembark. Guests are free to explore St Thomas or catch an early flight home.

A sample itinerary - the wind, the weather and the group decide the final call. That flexibility is half the fun!

Week 2 - Puerto Rico to USVI

DAY BY DAY

DAY 1

DEPART - DEL RAY MARINA

Arrive at Del Ray Marina for a 9 am check-in, safety briefing and head out for a day of sailing to our first stop, Vieques Island. 

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INCLUDED

6 nights accommodations

Choice food and beverages

Professional Captain & Chef

Water sports activities

Meal at local restaurant

Towels and bedding

What  is  included?

I've taken care of mostly everything. Here is what comes with each of my charters, and what guests handle on their own.

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NOT INCLUDED

Guest's airfare

Transportation to marina

Guest's travel insurance

Gratuity for Crew

Beach towel

Guest's toiletries 

Don't miss any details…

PRICE PER PERSON

$3,150 +tax

All-inclusive pricing
7 days / 6 nights aboard
Choice food & beverages
Captain and chef included
Tipping is recommended

MARINA LOCATION

ST THOMAS or PUERTO RICO

Week 1 - St Thomas, USVI

Week 2 - Fajardo, PR

DATES AND TIME

APRIL 11–17 &
18–24, 2027

Charter start time:
Sunday at 9 am
Charter end time:
Saturday at 9 am

NEXT STEPS

AFTER BOOKING

1. Deposit to hold, final payment due 60 days prior to departure
2. Video call with the Captain
3. Collection of food & beverage orders

READY FOR AN ADVENTURE?

BOOK  NOW

Deposits are $1,150 USD per person, and the remaining balance isn't due until 60 days prior to departure. A lay-away program built right in!

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Frequently asked questions

THE  NAUTI  BLOG

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Are you ready for an amazing gay sailing adventure?

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