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14 results | All San Juan Tours

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Private Sailing Excursion from San Juan

Private Sailing Excursion from San Juan

star-4.5
27
This private sailboat charter from San Juan allows you (maximum 6 passengers) to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or about owning a boat; your crew is there to educate you on potential future boat sailing and ownership. Our prices already include all taxes and fees.
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  • 3 hours
  • Free Cancellation
From
$652.76
per group
From
$652.76
per group

Old San Juan Harbor Sailing Tour

Old San Juan Harbor Sailing Tour

star-4.5
114
Float past more than 500 years of history and picturesque scenery during this 1.5-hour sailing excursion in Old San Juan Harbor. Climb aboard the ‘Amazing Grace,’ a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights such as El Morro fortress, La Fortaleza, and Paseo la Princesa. A guide and complimentary beverages and snacks are all covered.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$110.00
From
$110.00

Deserted Island Catamaran Day Sail from Fajardo

Deserted Island Catamaran Day Sail from Fajardo

star-4.5
455
Live out your island castaway fantasies aboard a luxury catamaran as you visit the deserted tropical island of Cayo Icacos from San Juan on this half-day sailing cruise. Sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling, and a lunch buffet with drinks.
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  • 5 hours 30 minutes
  • Free Cancellation
From
$117.00
From
$117.00

Sunset Sail by San Juan Historical Bay

Sunset Sail by San Juan Historical Bay

star-4.5
221
Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.
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  • 2 hours
  • Free Cancellation
From
$93.00
From
$93.00

San Juan Catamaran Sunset Sail
Likely to Sell OutLikely to Sell Out

San Juan Catamaran Sunset Sail

star-5
246
Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.
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  • 2 hours
  • Free Cancellation
From
$119.00
From
$119.00

Old San Juan Sunset Sail

Old San Juan Sunset Sail

star-4.5
129
Float past hundreds of years of history and picturesque scenery during this 2-hour sunset sailing excursion in Old San Juan Harbor. Climb aboard the "Amazing Grace," a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you’ll enjoy up-close views of Old San Juan sights like El Morro fortress, La Fortaleza, Paseo la Princesa and more, all set aglow by the fading late afternoon light. A guide and complimentary beverages and snacks are all covered.
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  • 2 hours
  • Free Cancellation
From
$139.00
From
$139.00

San Juan Bay Day Sail
Likely to Sell OutLikely to Sell Out

San Juan Bay Day Sail

star-5
127
Set sail across the Caribbean on this 1.5-hour cruise from San Juan and enjoy unforgettable views of the Puerto Rican capital. Hop aboard a traditional sailboat and sip complimentary drinks as you cruise along the coast. Keep your camera to hand as you pass landmarks like San Juan Bay Marina and El Morro Fort, and spot dolphins and sea turtles swimming and playing around the boat.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$99.00
From
$99.00

Sunset Harbor Boat Ride in San Juan

Sunset Harbor Boat Ride in San Juan

star-4.5
186
Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$89.00
From
$89.00

Old San Juan Walking Tour

Old San Juan Walking Tour

star-5
712
Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodriguez, author of ‘The Rise and Fall of the Great Barbate.’ During the course of your day, the knowledgeable author helps you discover the area’s key historic sites and gain new insight into Puerto Rican culture. It’s a great opportunity to learn about the many stories of the people who helped to define this unique neighborhood. Your walking trip’s length is flexible based on your needs, and also includes bottled water.
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  • 2 hours
  • Free Cancellation
From
$41.03
From
$41.03

Flavors of Old San Juan Food Tour

Flavors of Old San Juan Food Tour

star-5
2325
Get a taste for the flavor and culture of Puerto Rico on this small-group Old San Juan food tour featuring several local eateries. Join your guide for a culinary exploration of island staples like plantains and sofrito, all with the cobblestone streets and colorful facades of the city’s oldest neighborhood as your backdrop. Your tour includes an alcoholic beverage or non-alcoholic substitute if you prefer. 
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  • 3 hours
  • Free Cancellation
From
$147.00
From
$147.00

San Juan Mini Boats

Special Offer

San Juan Mini Boats

star-4.5
60
Explore the waters around San Juan on a miniboat, which holds a small group of up to four people. You'll get great, photo-worthy views of the shoreline and listen to guided commentary as you travel. A small group means personalized attention from your guide and an intimate atmosphere.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$173.60
per group
$217.00
$43.40 savings
From
$173.60
per group
$217.00
$43.40 savings

Private Sailing, Island Hopping Tour with Appetizers and Open Bar

Private Sailing, Island Hopping Tour with Appetizers and Open Bar

star-5
16
Sandy Bottoms offers personalized & boutique snorkel tours, island hopping, & sailing lessons to the offshore islands on the East Coast of Puerto Rico. Our tours are designed around you and your parties desires. Our boat holds a maximum of six passengers so that we may provide you with the best service and experience. Snorkeling equipment, paddle boards, and fun floats are included in this trip. We also provide a brief snorkel and paddle board lesson upon request. Our philosophy is to share our love for sailing and the ocean with you. We adapt our daily schedules around you and your sailing, snorkeling goals. All of our trips also include a large selection of appetizers including a gourmet cheese and fruit tray, guacamole, hummus, assorted snacks and cookies. Our Ship Bar is also open for your enjoyment. We offer rum, vodka, tequila, and white wine, along with a selection of organic juices, sodas, and drink mixers. Our local beer is also onboard.
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  • 6 hours
  • Free Cancellation
From
$1,290.00
per group
From
$1,290.00
per group

Private Snorkel & Island Hopping on the East Coast of Puerto Rico - Open Bar

Private Snorkel & Island Hopping on the East Coast of Puerto Rico - Open Bar

star-5
12
For maximum flexibility, choose a schedule and activity to suit you during this boutique snorkeling, swimming, and sailing excursion. Skip the large tour groups and benefit from the personalized attention of your captain, something few travelers get to enjoy, while making the most of the provided paddle boards, floats, snorkels, as you sail to either Icacos or Palomino Island.
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  • 6 hours
  • Free Cancellation
From
$1,290.00
per group
From
$1,290.00
per group

Private Sunset Sail on the East Coast of Puerto Rico

Private Sunset Sail on the East Coast of Puerto Rico

Vacations can be super busy and filled with a ton of stressful sightseeing. While in Costa Rica carve out time for a peaceful and relaxing private sunset sail along the east coast. This private sail takes you near Cayo Icacos to watch the sunset from the water, and you can sip on cocktails and enjoy appetizers along the way.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$765.00
per group
From
$765.00
per group

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