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TripAdvisor Certificate of Excellence Winner




✔  We sail around Magical Old San Juan and its Impressive Fortresses

✔  Our tours are made on a beautiful 38.2 footer USCG UPV Certified Jeanneau Sloop Sailboat

✔  Ample Bimini Top

✔  Comfortable Seating, including reclining seats

✔  PA and Audio System

✔  Restroom




✔ USCG Knowledgeable and Passionate Captain

✔  First Mate Services

✔  Live Commentary

✔  Reclining Seats

✔  Alcoholic+Soft Drinks

✔ Strawberries Tray

✔  Hors D'Oeuvres

✔  Three Course Dinner

✔  Fine Dining Chef

✔  Waitress



✔ $1,499 Per Couple

✔  From 5:00 p.m. to 8:00 p.m.

✔  Monday - Sunday

✔  Secure Immediate Online Bookings

✔ Secures Payment

✔  Immediate Confirmation, Boarding Pass - E Ticket

✔  SMS to you by the Captain before the tour





We might spot some:

✔  Sea Birds

✔  Manatees

✔  Sea Turtles

✔  Dolphins

✔  Sting Rays



✔  Our tours start from the Slip 64, located in San Juan Bay Marina



✔  Adults Tour Only

✔  No shoes allowed on Board

✔  Maximum Weight Per Person is 275 Pounds

✔  Non Wheel Chair Accessible.  You may leave a collapsible chair in our office

✔  Not suitable for people with recent surgeries, or with health conditions that are out of control

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The Tour  Includes  Departure / Price  Nature's Surprises  Guidelines / Restrictions


"Great sailing trip!...Top Notch Operation and attention to every detail..."              

MPeapody15169, Minnestota             

Fine Dine For a Couple Sailing Tour   




What We See?, Where Do We Go?

Are you deeply, deeply, deeply in Love?

There is a special magic that touches lovers, when they sail Old San Juan. They go breathless with the gorgeous views the City has... and when they enjoy an exquisite fine dining across from Five Centuries of History, they know the memories will last forever.

You will be embraced by the soft breeze and the colors of the most important Landmarks of our Enchanted City, while having a Private Dinner on board!
Depending if you choose to start early, the City will turn from brightness, to yellows, to oranges, to pinks, to darks with lights, while your dreams fly away with your beloved one...

You will be enjoying romantic music in the background, a glass of Champagne in your hands, delicious Hors D'Oeuvres, while enlightening your lover's soul...

Do you want to keep dreaming? Join Us in this Private, Relaxing, Romantic, Unique and Exclusive Sailing Dinner Tour!

About You: You enjoy Fine Dining. You always had a dream with sailing, you are in love and you want to have a Private Romantic Fine Dinner, right across from 500 Years Old World Heritage Sites...

About Us: We invite one of Augusto's Fine Dining Restaurant Chef's to cook live for you in our boat, your own Menu Selection. You will also have an Augusto's waitress to serve your Private Table, while you dream under the moon and the stars with your beloved one facing you...

The Result: A Private Chef's Table, just for you and your special guest.

You will learn about legends, enjoy amazing views and write your own chapters on the stone walls of magical and romantic Old San Juan, while tasting the delicious flavors of your dinner selection. It will be a Bon Appetit! for sure...

Your cruise is designed for you to relax and take in the sights of this beautiful World Heritage Site Old San Juan and its protected Bay. Of course, if you want to take the helm and feel like a Captain for the night, we welcome it, but it is not required!

We will take off on this "dreamed journey", from the San Antonio Canal. This perfect tour starts with a visual introduction and historical and cultural review of the San Juan Bay Area and the stories of enchanting Old San Juan. We will share while getting ready on a comfortable seat, with the drinks of your choices in hand...

Many believe the best way to check out Old San Juan is from the water and there isn't a better time to enjoy it than during the sunset time, or the nighttime, as the city keeps changing the colors while the sun and the moon are playing around.

From a local Fishing Village, passing by the Cruise Ship Piers Waterfront, the Historical Capitol Building, La Fortaleza Castle, Bacardi's Rum Distillery, to El Morro Fortress, you will be able to soak in the beauty of life, along the charming feeling of Puerto Rico and its people.

This tour is the favorite one for Couples that are deeply, deeply, deeply in Love, for Marriage Proposals, for Birthdays, or for Anniversaries.
If you can dream about, it can become a reality. Join us on this unique Fine Dining For a Couple, while sailing Old San Juan.

SPECIAL NOTE: This is an adults tour only.

PS. Your Happy Captain says from now on, Welcome Aboard! ;)




What's Included?

Our Fine Dining For a Couple Sailing Tour inludes all the following: Motorsailing Excursion with the Jib Sail up, as weather and commercial traffic on the Bay allows.

Personalized services of a licensed USCG Master Captain and a First Mate, who will comment historical and natural interesting facts of the areas we will sail through. 

A Professional Waitress and a Chef from Augusto's Fine Dining Restaurant, to serve you during the tour/dining.

You can sit comfortably on our cushioned areas, or you may use our Comfortable Reclining Deck Seats if you want to sit on the Foredeck area.  We create with you a personalized selection of Music (We use Pandora), or if you want to use yours , you may use the auxiliary cable.

Your tour includes Red, White, or Sparkling Wine, Local Rum and Mixers, Local Medalla Light Beer, or Premium Lager Magna Beer, or Pina Colada. We also include an assorted variety of non-alcoholic beverages.

We include Fresh Strawberries and Elegant Trays with different types of Chef's Selection Exquisite Hors D'Oeuvres. Thee tour includes a Three Courses Dinner, prepared at the moment by the Chef. You select from Augusto's Menu your courses. Menus are Seasonal (Example).

There are some additional Add Ons, you may want to include at the moment of booking.



What's The Price & Departure Times?

The Fine Dining For a Couple Sailing Tour basic price is $1,499. Maximum are Two Guests.

Departure Times for this tour are: From 5:00 pm to 8:00 pm, or From 9:00 pm to 12:00 am.

This tour lasts Three Hours in the water and is available seven days a week. You should arrive at least Half an Hour before the scheduled Departure Time.

Our Dreamed Daytime Sailing Tour is available All Year Round.  However, please note that as we love to share with our Family and Friends, our Black Out Dates are: New Year's Day (January 1st), Three Saint Kings (January 6th), Holly Friday (April 18th), Mother's Day (May 11th), Father's Day (June 15th), Thanksgiving Day (November 27th) and Christmas Day (December 25th).




Does Nature Ever Surprises Us?

Nature is a Blessing in our Tours! We are constanly enjoying some wildlife through the different areas we sail through the Harbor. It doesn't matter if it is Daytime, Sunset, or Nighttime, chances are good to enjoy some of these species. Don't be surprise if we spot:

Dolphins: There is a community of Bottlenose dolphins playing throughout the southern and mid section of the Bay, close to el Morro Fort and the Coast Guard headquarters. We have seen up to ten at once!

Sea Turtles: The most common specie to enjoy is the Hawksbill Sea Turtle. We see juvenile ones once in a while, swimming close to the San Juan Gate and La Fortaleza Castle, usually in the morning time.

Manatees: Our endangered marine mammals can be found either close to our Marina, or close to the Coast Guard headquarters. We usually see them during the daytime, but also at nighttime.

Sting Rays: If you see or hear a sudden big splash of water, for sure it was an Atlantic Stingray. Only if stepped on, the Atlantic stingray can inflict a painful, though rarely life-threatening wound. Otherwise you don't have to worry about their presence around!

Sea Birds: There are Seagulls (like our favorite dreamer Jonathan Livingston Seagull), male and female Brown Boobies resting on the buoys, Brown Pelicans and Frigate Birds in their traditional acrobatic rituals, always diving for fresh and delicious food!





What Are The Guidelines & Restrictions?

This is an Adults Only Tour, limited to a Couple (no children allowed).

Our tours are Totally Relaxing! Anybody with moving capacities can enjoy. Please note that no shoes are accepted on board. Everyone must be happily barefoot! We ask all our guests to leave the shoes in our office, while signing a Liability Waiver.

For comfort, maximum weight per guest is 275 pounds. If you are a pregnant women less than sixth months along in your pregnancy term you can still join us. Although we are always a welcoming company, our tours are not suitable for people with recent surgeries, or with health conditions that are out of control.

Our boat is not wheelchair accesible, but if you are on a folding one, you are welcome to join us. However your own personal help will be needed in order to move you on board. The wheelchair must be left in our office.

If you are a serious racing competitive sailor looking for adrenaline, we do not recommend you to join us, as we sail in protected waters for just the pleasure of happy cruise motor sailing.

Pleople ask about SEASICKNESS: None of our clients had ever got sea sickness. We sail in protected waters, but if you have a serious condition, maybe you should consider getting a motion sickness preventative medicine ahead.

It takes a little effort during Low Tide, to step on the boat.  We have a step that we fold down, when the tide is low.

Difficulty Level:  1 (2) 3 4 5

Guidelines / Restrictions





Our Location & How Do You Get Here

Sailing Dreams is conveniently located right next to the Sizzler's Restaurant on:

Slip 64 San Juan Bay Marina, 482 Fernandez Juncos Avenue,San Juan, Puerto Rico 00901-3223

It is an easy taxi ride from most Hotels and Cruise Ship Piers.  San Juan Bay Marina belongs to ZONE 5 (between the Miramar Community and the Puerto Rico Conventions District). 

We are located Five Minutes away from the Cruise Ship Piers, Old San Juan and El Condado area, Ten Minutes away from Isla Verde, Fifty Minutes away from Rio Grande, One Hour from Fajardo, as well as Fifty Minutes away from the Dorado Hotels. 

A Taxi Fare from from Old San Juan, Condado and Isla Verde area goes around $12 to $20. 

SPECIAL NOTE: We do not provide Ground Transportation, nor Hotel, or Cruise Ship Piers Pick Ups.

Thank You!

Approximate Taxi Fares  Location & Driving Instructions




What Kind of Boat is Poema?

Our main sailboat is Poema de Amor Libertad (A Poem of Love and Freedom...)

Poema is a beautifully decorated, USCG Inspected, 2006 refurbished, French 38.2' Sloop Jeanneau Sunshine Sailboat.

Poema is a comfortable, roomy sailboat, with a Cockpit Cushioned Area, that has an ample Bimini Top to stay dry when it rains. For those of you that may want to sit in the Front Deck Area, we have available Reclining Deck Seats, to protect your backs and necks.

We have AP System. There is a Head, a Galley and a beautiful Saloon with Comfortable Seats, where you can rest part of the tour, in case it starts heavy raining while we are sailing out there.

If your group wants to swim (available only during the daytime departures), we have available different Floating Devices as well. And we love tropical flowers, that's why it is so common to enjoy a natural "Birds of Paradise", right next to the Captain's Helm. ;).

Poema de Amor Libertad




Are You Ready To Booking Your Dream?

Booking is an easy, secure and automated online process. You can book with confidence Right Now. With us everything is always an easy and relaxing process, just like vacations are meant to be...

Just select the Book button to be directed immediately to our encrypted, safe reservations site:  Follow the simple steps and in less than five minutes your reservation will be submitted.

Payments are processed through Authorize.Net. When your reservation is completed, you will receive two emails: one with the details you included on your reservation and a second email that includes the Boarding Pass Voucher. That simple it is! ;)

Since ours are personalized services, on the day of your excursion, you will receive a SMS from your Captain's with a few friendly reminders.  In case you have any questions, you may contact the Captain directly.

Thank you for trusting us. We look forward to sharing with you!!

We Accept  credit-card-accepted


(C) The Ecotourspr Group, LLC | Sailing Dreams, 2015 All Rights Reserved. We Reserve the Right of Bookings and the Right of Admittance. From Puerto Rico with Love!