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Top Caribbean Walking Tours

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Caribbean Tours

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Discover El Yunque National Park: Half-Day Rainforest Tour

Take time to escape to heaven on Earth in this half day tour, and let the natural beauty of El Yunque Rainforest captivate you with …More

4.7 (490)

Discover El Yunque National Park: Half-Day Rainforest Tour

Take time to escape to heaven on Earth in this half day tour, and let the natural beauty of El Yunque Rainforest captivate you with...

5 hours • Hotel pickup offered • Free Cancellation
4.7 (490)
from
$110
Half-Day Aruba Island Tour from Oranjestad

So much to do, so little time! This half-day island tour includes all of Aruba's must see attractions, including the California Lighthouse, Ayo or Casibari rock …More

Likely to Sell Out
Likely to Sell Out
Palm - Eagle Beach, Aruba
4.8 (1,452)

Half-Day Aruba Island Tour from Oranjestad

So much to do, so little time! This half-day island tour includes all of Aruba's must see attractions, including the California Lighthouse, Ayo or Casibari rock...

4 hours • Hotel pickup offered • Free Cancellation
4.8 (1,452)
from
$55
Guided Tour at the Curaçao Liqueur Distillery

Blue Curacao is definitely one of the most famous liqueurs in the world and used in many cocktails. A visit to the small scale Curacao …More

4.6 (646)

Guided Tour at the Curaçao Liqueur Distillery

Blue Curacao is definitely one of the most famous liqueurs in the world and used in many cocktails. A visit to the small scale Curacao...

1 hour • Free Cancellation
4.6 (646)
from
$20
Authentic Flavors of San Juan Food Tour

Join your host for a 3-hour culinary exploration of staples like single-origin Puerto Rican coffee, Caribbean sourced chocolate, street food and mojitos, or piña coladas. …More

Likely to Sell Out
Likely to Sell Out
4.9 (5,164)

Authentic Flavors of San Juan Food Tour

Join your host for a 3-hour culinary exploration of staples like single-origin Puerto Rican coffee, Caribbean sourced chocolate, street food and mojitos, or piña coladas....

3 hours • Free Cancellation
4.9 (5,164)
from
$170
Let me show you MY Island Tour With visit to El Yunque

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a …More

4.9 (1,637)

Let me show you MY Island Tour With visit to El Yunque

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a...

6 to 7 hours • Hotel pickup offered • Free Cancellation
4.9 (1,637)
from
$89
Sea TREK Curaçao: Underwater Helmet Walk, No Swimming Required

Sea TREK gives non-swimmers and first-time underwater explorers a comfortable way to walk on the ocean floor. The custom helmet provides a continuous flow of …More

Likely to Sell Out
Likely to Sell Out
Willemstad, Curacao
4.9 (829)

Sea TREK Curaçao: Underwater Helmet Walk, No Swimming Required

Sea TREK gives non-swimmers and first-time underwater explorers a comfortable way to walk on the ocean floor. The custom helmet provides a continuous flow of...

1 hour • Hotel pickup offered • Free Cancellation
4.9 (829)
from
$143
Bites of Nassau Food and Walking Tour

Discover culinary treats and cultural treasures on this food tasting and walking tour of Nassau’s historical neighborhood. You’ll enjoy delicious tastings – enough for a …More

Likely to Sell Out
Likely to Sell Out
Nassau, Bahamas
4.9 (3,247)

Bites of Nassau Food and Walking Tour

Discover culinary treats and cultural treasures on this food tasting and walking tour of Nassau’s historical neighborhood. You’ll enjoy delicious tastings – enough for a...

3 hours • Free Cancellation
4.9 (3,247)
from
$99
Full-Day Aruba History and Must-See Landmarks Tour

Come explore Aruba's history and hear how it shaped the present with the full island tour. Hop on the bus and join in for a …More

Likely to Sell Out
Likely to Sell Out
Palm - Eagle Beach, Aruba
4.8 (1,539)

Full-Day Aruba History and Must-See Landmarks Tour

Come explore Aruba's history and hear how it shaped the present with the full island tour. Hop on the bus and join in for a...

7 hours • Hotel pickup offered • Free Cancellation
4.8 (1,539)
from
$69
Flavors of St Thomas Walking Food Tour

If you’re the kind of traveler (not tourist) who likes to walk, listen, see and TASTE…this food tour is for you—a food tour and a …More

4.9 (807)

Flavors of St Thomas Walking Food Tour

If you’re the kind of traveler (not tourist) who likes to walk, listen, see and TASTE…this food tour is for you—a food tour and a...

3 hours • Free Cancellation
4.9 (807)
from
$145
Old San Juan Historical Walk, Shopping, and Dining w/ Transport

Old San Juan, a cultural delight unlike any other. Experience life from centuries ago on an unforgettable walk through Old San Juan. With stops at …More

4.8 (503)

Old San Juan Historical Walk, Shopping, and Dining w/ Transport

Old San Juan, a cultural delight unlike any other. Experience life from centuries ago on an unforgettable walk through Old San Juan. With stops at...

4 to 5 hours • Free Cancellation
4.8 (503)
from
$25
Legacy Tour at Casa BACARDÍ in Puerto Rico

Enjoy a welcome cocktail at the Bar at the Pavilion with a scenic view. Step into the history of BACARDÍ with this guided, story-driven introduction …More

Likely to Sell Out
Likely to Sell Out
4.6 (844)

Legacy Tour at Casa BACARDÍ in Puerto Rico

Enjoy a welcome cocktail at the Bar at the Pavilion with a scenic view. Step into the history of BACARDÍ with this guided, story-driven introduction...

50 minutes • Free Cancellation
4.6 (844)
from
$45
Old San Juan Walking Tour

Note: Participants must be capable of walking long distances. Discover the beauty of Old San Juan with writer David Rodríguez, author of "The Rise and …More

4.8 (2,466)

Old San Juan Walking Tour

Note: Participants must be capable of walking long distances. Discover the beauty of Old San Juan with writer David Rodríguez, author of "The Rise and...

2 hours 15 minutes • Free Cancellation
4.8 (2,466)
from
$39
Aruba Downtown Historic and Cultural Walking Tour

Discover the streets & stories of Oranjestad with you own personal Local Expert Aruba Walking Tours offers the islands' local scoop during a 2.5-hour journey …More

4.8 (658)

Aruba Downtown Historic and Cultural Walking Tour

Discover the streets & stories of Oranjestad with you own personal Local Expert Aruba Walking Tours offers the islands' local scoop during a 2.5-hour journey...

2 hours 30 minutes • Free Cancellation
4.8 (658)
from
$39
Historic Old San Juan Sunset Walking Tour

This tour covers the most popular landmarks of Old San Juan during the golden hour. At this time you will enjoy beautiful photo-ops of the …More

4.8 (702)

Historic Old San Juan Sunset Walking Tour

This tour covers the most popular landmarks of Old San Juan during the golden hour. At this time you will enjoy beautiful photo-ops of the...

2 hours • Free Cancellation
4.8 (702)
from
$33
El Yunque Exclusive Waterslide Adventures with Transport

Transportation, pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy with the BEST!!!!!!! …More

4.9 (750)

El Yunque Exclusive Waterslide Adventures with Transport

Transportation, pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy with the BEST!!!!!!!...

6 hours 30 minutes • Free Cancellation
4.9 (750)
from
$59
Half-Day Center of Puerto Rico Cultural Tour

The Center of Puerto Rico tour will take and show you Old San Juan and outside the city of San Juan (two different places). We …More

4.9 (187)

Half-Day Center of Puerto Rico Cultural Tour

The Center of Puerto Rico tour will take and show you Old San Juan and outside the city of San Juan (two different places). We...

5 hours • Hotel pickup offered • Free Cancellation
4.9 (187)
from
$85
El Yunque Rainforest Waterslides, Waterfalls and Rope Swing

Pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy this amazing tour in …More

Fajardo, Puerto Rico
4.9 (2,400)

El Yunque Rainforest Waterslides, Waterfalls and Rope Swing

Pictures, videos, bottle water—all included! Experience the best-quality service with local tour guides born and raised here in Puerto Rico. Enjoy this amazing tour in...

4 hours • Free Cancellation
4.9 (2,400)
from
$20
Aruba Sightseeing Tour with Transport

This family-friendly half-day excursion around Aruba will leave you educated on Aruba’s rich history and culture. Travel by an air-conditioned coach to famous landmarks and …More

Likely to Sell Out
Likely to Sell Out
Palm - Eagle Beach, Aruba
4.7 (282)

Aruba Sightseeing Tour with Transport

This family-friendly half-day excursion around Aruba will leave you educated on Aruba’s rich history and culture. Travel by an air-conditioned coach to famous landmarks and...

4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (282)
from
$56
Rum Tasting and Food Walking Tour in Nassau Bahamas

Venture into town where your trusted local guide will give you the uncensored story of Nassau. From pirates to bootleggers - we leave behind the …More

Likely to Sell Out
Likely to Sell Out
Nassau, Bahamas
4.9 (1,162)

Rum Tasting and Food Walking Tour in Nassau Bahamas

Venture into town where your trusted local guide will give you the uncensored story of Nassau. From pirates to bootleggers - we leave behind the...

3 hours • Free Cancellation
4.9 (1,162)
from
$98
KINDWalk — Nassau Historical and Cultural Walking Tour

This is a BOOKING fee ONLY! This tour operates on tips/gratuities. Valid government issued ID required for children aged 11 to 13 at check-in. Join …More

Nassau, Bahamas
4.9 (277)

KINDWalk — Nassau Historical and Cultural Walking Tour

This is a BOOKING fee ONLY! This tour operates on tips/gratuities. Valid government issued ID required for children aged 11 to 13 at check-in. Join...

3 hours
4.9 (277)
from
$10

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Zoe’s Inspiration
New York City
Let me show you MY Island Tour With visit to El Yunque
reevolvel, Sep 2026
Zoe’s Inspiration
This was an amazing excursion. Zoe, was phenomenal, her hospitality, knowledge of the Island and helpfulness made this trip one in which we will never forget. This was a lot of fun, it was riding around with family sharing laughter and experiences.
Read more
Seeing PR with Zoe
New York City
Let me show you MY Island Tour With visit to El Yunque
JH60, Sep 2026
Seeing PR with Zoe
“Let Me Show You My Island” with Zoe was absolutely unforgettable. From start to finish, Zoe brought the island to life with her warmth, energy, and deep knowledge, turning every stop into a meaningful experience. Her history of the island was especially impressive, weaving together the culture, people, and past in a way that was engaging, easy to follow, and genuinely inspiring. More than just a tour, it felt like a beautiful introduction to Puerto Rico’s soul. Zoe is the kind of guide who makes you feel welcome, informed, and completely captivated, and this experience is one I would recommend without hesitation.
Read more
Fantastic Food and Fun Mixed with History
New York City
Authentic Flavors of San Juan Food Tour
Islandlvr50, Sep 2026
Fantastic Food and Fun Mixed with History
This walking tour exceeded our expectations. It was well thought out and perfectly executed. We did a late afternoon tour that was more than enough food for dinner. The tour combined a bit of San Juan history with an abundant variety of traditional food like a ham, cheese, and guava butter croissant, Tostones, Carne Frita, and a Parcha popsicle. Making Mofongo, the traditional Caribbean dish, was a fun surprise accompanied by a delicious Pina Colada. Diego was a pleasure! He was knowledgeable, friendly, easy going, and accommodating. This was a great experience and way to see San Juan! I Highly recommend this experience!
Read more
Definitely worth!...
New York City
El Yunque Rainforest Waterslides, Waterfalls and Rope Swing
Vandan_P, Sep 2026
Definitely worth!...
DEFINITELY WORTH! Gabriela our host was amazing and a great engaging host! If you’re in PR it’s a definitely an amazing experience that needs to be taken.
Read more
El Yunque Super fun Tour!
New York City
El Yunque Rainforest Waterslides, Waterfalls and Rope Swing
349elanav, Sep 2026
El Yunque Super fun Tour!
My friend and I had an amazing experience. The hike was beautiful, beginner friendly, and refreshing. Our Tour guide Chris was very educational, patient, and fun! We loved the natural water slides, rope swing, and cliff jump! We learned a lot about El Yunque and the diverse nature/animals that lives there. We even ate some foraged plants! At the end of the tour, we drove to Luquillo to eat delicious authentic Puerto Rican food. Super fun, 10/10 recommend, Chris was awesome!
Read more
Repeat This Excursion - DEFINITELY!
New York City
Authentic Flavors of San Juan Food Tour
Angela_q, Sep 2026
Repeat This Excursion - DEFINITELY!
Jesus was a fantastic tour guide. He moved at a pace that worked for our family. Two of us had been on this tour so we were not sure if we would be stopping at the same places. We were delighted to see that new locations and tastes had been added.
Read more
Amazing Walking Tour
New York City
Old San Juan Walking Tour
Alanna_S, Sep 2026
Amazing Walking Tour
Very informational and fun and the guide was very cool and explained everything in depth to us %100.
Read more
It was a great experience...
New York City
Sea TREK Curaçao: Underwater Helmet Walk, No Swimming Required
Sara_J, Sep 2026
It was a great experience...
It was a great experience and would definitely recommend it to others. Instructors were very helpful and made it fun
Read more
Live History
New York City
Old San Juan Walking Tour
J5633NIorlandod, Sep 2026
Live History
Old San Juan is one of those places you have to experience in person. Walking through the colorful streets, historic buildings, plazas, and old city walls makes you feel like you’ve stepped into another time.I loved the beautiful Spanish architecture, the vibrant colors, local shops, restaurants, and the incredible views of the water. There is so much history around every corner, and it’s easy to spend several hours simply walking around and taking everything in.I especially enjoyed stopping for some authentic Puerto Rican food and taking my time exploring the different streets and plazas. The atmosphere is lively, welcoming, and full of Puerto Rican culture.If you're visiting Puerto Rico for the first time, I definitely recommend making Old San Juan part of your trip. Give yourself plenty of time to walk around, explore, eat, take pictures, and enjoy the history. 🇵🇷❤️A must-visit in Puerto Rico!
Read more
First time
New York City
Half-Day Aruba Island Tour from Oranjestad
Howell4242, Sep 2026
First time
I did this tour because yesterday was my last day in Aruba before I flown back to NY on Friday. I had a great time doing this tour and taking pictures that I forgot to do when I did the full tour on Tuesday. I had a great time here in Aruba.
Read more
Cruise ship one day in Aruba
New York City
Half-Day Aruba Island Tour from Oranjestad
John_C, Sep 2026
Cruise ship one day in Aruba
Excellent tour, great information. Ato our guide and driver was extremely knowledgeable and a lifelong resident.
Read more
All-encompassing affable tour guide!
New York City
KINDWalk — Nassau Historical and Cultural Walking Tour
Seaside05200359465, Sep 2026
All-encompassing affable tour guide!
FRIENDLY AND INFORMATIVE!! This was the ideal tour, learning about the history and culture of Nassau through oral stories and visiting shops to try local food. Eliyah's friendly demeanor was infectious and made us feel so welcomed. Eliyah's friendliness got us invited to a lunch at the Government House! Truly a once in a lifetime experience.
Read more
The tour guide was named...
New York City
El Yunque Exclusive Waterslide Adventures with Transport
Lance_H, Sep 2026
The tour guide was named...
The tour guide was named Luis. Excellent tour guide. If youre into hiking and nice views and scenery this is a wonderful experience, I recommend anyone go.
Read more
Delicious Food from Hidden Gems Served with a side of History and Culture!
New York City
Flavors of St Thomas Walking Food Tour
Jaye_W, Sep 2026
Delicious Food from Hidden Gems Served with a side of History and Culture!
This tour exceeded my expectations! Michelle was delightful, she gave us a history lesson of the island as well as exposing us to 5 local food places we would not have found on our own. Everything we ate and drank was amazing! The history shared was intriguing and engaging. We walked away with full stomachs and engaged minds; which is way more than I planned for with this tour. I wholeheartedly recommend this tour and suggest you request Michelle as your guide! Learning about St. Thomas from someone whose love for the island and culture she chose is palpable makes for an amazing experience!
Read more
Must do
New York City
Guided Tour at the Curaçao Liqueur Distillery
Chikeda_W, Sep 2026
Must do
Great history information and fun. Tour guide was great he was fun and engaging. Great personality and friendly.
Read more
It was a short but extremely informal tour and worth the money
New York City
Guided Tour at the Curaçao Liqueur Distillery
patricklW1541NX, Sep 2026
It was a short but extremely informal tour and worth the money
Amazing time and extremely worth the money to get the deluxe package.
Read more
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