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8 Days in San Juan: A Journey of History, Culture, and Tropical Delights

Plantique by Wendy

Plantique by Wendy

8 Dec 2023

Embark on an unforgettable adventure through the vibrant streets of San Juan, Puerto Rico. Immerse yourself in the rich history, indulge in mouthwatering cuisine, and soak up the tropical beauty of this enchanting city. From iconic landmarks to hidden gems, this itinerary will take you on a whirlwind tour of San Juan's most captivating attractions.

Day 1Sipping Rum Cocktails and Exploring Historic Landmarks
+

$61

·

$ 6

Bacardi Factory Bar
7:30 AM - 8:30 AM
$26
19 - 23 min

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Directions

Isla de Cabras
Small island with an old fort & a recreational park with gazebos & a beach for swimming or fishing.
9:00 AM - 11:00 AM
Free
28 - 34 min

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Directions

Museo de San Juan
Museum displaying Puerto Rican art through the ages plus historic artifacts in old marketplace.
11:30 AM - 1:00 PM
$13
3 - 4 min

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Directions

St. Germain Bistro & Café
A Neighborhood Bistro @ Old San Juan located off the beaten path that offer fresh dishes, refreshing drinks made at the moment you order.
7:00 PM - 8:30 PM
$22
Day 2A Glimpse into the Past: Fortresses, Plazas, and Colonial Charm
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$93

Café Don Ruiz
7:30 AM - 8:30 AM
$18
8 - 12 min

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Directions

Castillo San Felipe del Morro
Enduring 16th-century Spanish fortification atop a promontory with cannons pointing seaward.
9:00 AM - 11:00 AM
$25
10 - 15 min

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Directions

Cuartel de Ballajá
11:30 AM - 12:30 PM
Free
7 - 10 min

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Directions

La Fortaleza
Monumental fortification incorporating residence of the island's governor, dating from 16th-century.
1:00 PM - 2:00 PM
Free
5 - 8 min

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Directions

The Chapel Restaurant & Bar
WE ARE OPEN and offering a full, delicious and affordable menu, ice cold drinks and our amazing hospitality.
7:00 PM - 8:30 PM
$50
Day 3Courtyards, Cathedrals, and Art: Unveiling San Juan's Cultural Treasures
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$69

·

$ 6

Patio del Nispero
7:30 AM - 8:30 AM
$14
30 - 36 min

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Directions

Fortín San Juan de la Cruz (El Cañuelo)
Historic fort on an island with a walking path, palm trees & educational signage.
9:00 AM - 10:00 AM
Free
35 - 42 min

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Directions

Museo de las Américas
Exhibits in an 1800s army barracks showing pre-Columbian to modern art from the Americas.
10:30 AM - 12:00 PM
$13
5 - 8 min

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Directions

Catedral Basilica Menor de San Juan Bautista
Landmark 1540 cathedral, second oldest in the Americas, holding tomb of city founder Ponce de León.
12:30 PM - 1:30 PM
Free
3 - 4 min

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Directions

Cafe El Punto
7:00 PM - 8:30 PM
$42
Day 4Beachside Bites and Historical Wonders
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$71

Kiosko 4 Estaciones
7:30 AM - 8:30 AM
$24
12 - 17 min

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Directions

San Juan National Historic Site
This 1949 historic destination features colonial fortifications, powder houses & old city walls.
9:00 AM - 1:00 PM
$25
10 - 15 min

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Directions

St. Germain Bistro & Café
A Neighborhood Bistro @ Old San Juan located off the beaten path that offer fresh dishes, refreshing drinks made at the moment you order.
7:00 PM - 8:30 PM
$22
Day 5Rum Tastings, Island History, and Sacred Chapels
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$71

·

$ 6

Bacardi Factory Bar
7:30 AM - 8:30 AM
$26
19 - 23 min

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Directions

Isla de Cabras National Historic Site
National park with a non-swimming beach, ruins of a fort & scenic views, plus a snack bar.
9:00 AM - 11:00 AM
Free
39 - 47 min

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Directions

Capilla del Santo Cristo de la Salud
Compact chapel built in the 18th century by General Don Mateo Prats & restored in the 20th century.
11:30 AM - 12:00 PM
Free
8 - 11 min

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Directions

Museo del Mar
Quaint maritime museum in cozy quarters showcasing model ships & vintage instruments.
12:30 PM - 2:00 PM
$13
1 - 2 min

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Directions

La Madre
7:00 PM - 8:30 PM
$32
Day 6Culinary Delights and Artistic Marvels
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$116

·

$ 6

Restaurate Castellana
7:30 AM - 8:30 AM
$34
4 - 5 min

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Directions

Museo del Niño de Carolina
Children's museum with hands-on educational exhibits, plus go-karts & a colorful outdoor play area.
9:00 AM - 11:00 AM
$13
27 - 33 min

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Directions

Museo de Arte de Puerto Rico
Esteemed art museum specializing in Puerto Rican art, housed in 1920s neoclassical former hospital.
11:30 AM - 1:30 PM
$25
6 - 9 min

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Directions

El Meson Sandwiches
7:00 PM - 8:30 PM
$44
Day 7Art, Design, and Fortresses: A Day of Cultural Immersion
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$79

·

$ 3

Tostado
7:30 AM - 8:30 AM
$18
3 - 4 min

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Directions

Museo de Arte Contemporáneo de Puerto Rico
Museum showcasing regional/Latin American contemporary art in 1918 white-columned middle school.
9:00 AM - 10:30 AM
$13
4 - 5 min

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Directions

MADMi - Museo de Arte y Diseño de Miramar
11:00 AM - 12:30 PM
$13
12 - 18 min

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Directions

Fortín de San Jerónimo del Boquerón
Remains of a small 17th-century fort built in Condado Lagoon to defend San Juan.
1:00 PM - 2:00 PM
Free
6 - 9 min

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Directions

Fogo De Chao
Fogo de Chão is a leading Brazilian steakhouse, or churrascaria, which has specialized in fire-roasting high-quality meats since 1979 utilizing the centuries-old Southern Brazilian cooking technique of churrasco.
7:00 PM - 8:30 PM
$36
Day 8Coffee, Castles, and Theatrical Delights
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$93

Caficultura
7:30 AM - 8:30 AM
$20
4 - 5 min

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Directions

Castillo San Cristóbal
Walled & heavily fortified citadel built 1765-1785 & largest of the Spanish built forts in Americas.
9:00 AM - 10:30 AM
$25
4 - 5 min

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Directions

Teatro Alejandro Tapia y Rivera
One of the oldest freestanding theaters in use in the U.S., built in 1824 in horseshoe-shaped tiers.
11:00 AM - 12:30 PM
Free
1 - 2 min

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Directions

Cafe Puerto Rico
7:00 PM - 8:30 PM
$48

Budget breakdown: $678 In total

Activities & Food:$651
Transport:$27