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Top Caribbean Multi-day Tours

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Caribbean Tours

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The Ultimate Self-Guided Hidden Gems Tour in Puerto Rico

Discover the 20 most spectacular spots locals love — and tourists almost never find. Hidden and famous beaches, crystal-clear rivers, magical caves, and must visit …More

4.9 (17)

The Ultimate Self-Guided Hidden Gems Tour in Puerto Rico

Discover the 20 most spectacular spots locals love — and tourists almost never find. Hidden and famous beaches, crystal-clear rivers, magical caves, and must visit...

4 days
4.9 (17)
from
$5
ATV o Buggy Adventure and Hip Hop Party Boat Combo with Open Bar

Discover the best of Punta Cana by land and sea with our unforgettable 2-day adventure package! This experience combines adrenaline, nature, culture, and celebration for …More

Punta Cana, Dominican Republic
5.0 (31)

ATV o Buggy Adventure and Hip Hop Party Boat Combo with Open Bar

Discover the best of Punta Cana by land and sea with our unforgettable 2-day adventure package! This experience combines adrenaline, nature, culture, and celebration for...

2 days • Hotel pickup offered • Free Cancellation
5.0 (31)
from
$69
Dunn's River Falls and Ocho Rios Sightseeing with Shopping

Discover the world-renowned Dunn's River Falls, where the White River cascades gracefully over 1,000 feet (300 meters) of naturally terraced steps. Famous for its iconic …More

Falmouth, Jamaica
5.0 (17)

Dunn's River Falls and Ocho Rios Sightseeing with Shopping

Discover the world-renowned Dunn's River Falls, where the White River cascades gracefully over 1,000 feet (300 meters) of naturally terraced steps. Famous for its iconic...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (17)
from
$50
St. Thomas and St. John Two Day Tour

Explore the best of the Virgin Islands in 2 days! This comprehensive tour takes you to the top sights and attractions on both St. Thomas …More

Cruz Bay, US Virgin Islands
4.8 (5)

St. Thomas and St. John Two Day Tour

Explore the best of the Virgin Islands in 2 days! This comprehensive tour takes you to the top sights and attractions on both St. Thomas...

2 days • Hotel pickup offered • Free Cancellation
4.8 (5)
from
$175
Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and …More

4.8 (17)

Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and...

8 days
4.8 (17)
from
$20
Discover Puerto Rico Private 3 Day Package with hotel pickup

Have you discovered Puerto Rico? The Island inspires visitors to enjoy its hidden treasures, rainforests, hiking trails, pristine beaches, and many only-in-Puerto Rico wonders. With …More

Luquillo, Puerto Rico
5.0 (6)

Discover Puerto Rico Private 3 Day Package with hotel pickup

Have you discovered Puerto Rico? The Island inspires visitors to enjoy its hidden treasures, rainforests, hiking trails, pristine beaches, and many only-in-Puerto Rico wonders. With...

3 days • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$900
6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the …More

5.0 (7)

6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the...

6 days
5.0 (7)
from
$2,190
SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its …More

Punta Cana, Dominican Republic
5.0 (6)

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its...

2 days • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$129
Horseback Riding along the Beach

You will take a fascinating 1 hour tour that takes you to 3 stops for you to experience the area of Macao beach. This tour …More

Punta Cana, Dominican Republic
5.0 (5)

Horseback Riding along the Beach

You will take a fascinating 1 hour tour that takes you to 3 stops for you to experience the area of Macao beach. This tour...

2 days • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$69
2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night …More

5.0 (2)

2 days 1 night by private catamaran from St Martin to St Barth

Treat yourself to a private and exclusive stay in Saint Barthélémy from Grand-Case Combine sailing, discovering a part of St Martin by sea, magical night...

2 days
5.0 (2)
from
$4,882
7 Day Private Tour in Dominican Republic

Discover the Southern Route in the Dominican Republic through an exclusive 7-day private tour with Dominican Escape. Accompanied by Corine, your expert Freelance Guide, vibrate …More

5.0 (6)

7 Day Private Tour in Dominican Republic

Discover the Southern Route in the Dominican Republic through an exclusive 7-day private tour with Dominican Escape. Accompanied by Corine, your expert Freelance Guide, vibrate...

7 days • Hotel pickup offered
5.0 (6)
from
$2,319
Grenada Grenadines: 7-Day Skippered Catamaran Charter Cruise

With this 7 days itinerary, you will experience the best of Grenada's Grenadines. Our luxury catamaran is fully equipped to make sure you can fully …More

4.7 (6)

Grenada Grenadines: 7-Day Skippered Catamaran Charter Cruise

With this 7 days itinerary, you will experience the best of Grenada's Grenadines. Our luxury catamaran is fully equipped to make sure you can fully...

7 days
4.7 (6)
from
$13,000
Buggies Off Road Extreme From Punta Cana

Are you NOT afraid of getting dirty? If so, then DO keep reading this description! Ladies and gentlemen, start your engines! It's time to rip …More

Punta Cana, Dominican Republic
5.0 (2)

Buggies Off Road Extreme From Punta Cana

Are you NOT afraid of getting dirty? If so, then DO keep reading this description! Ladies and gentlemen, start your engines! It's time to rip...

2 days • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$50
Multi Day tour with Catamaran and Rick's Cafe from Montego Bay

Basically, this offers you the option of booking with the same company for two separate days so day 1 we pick you up take you …More

Montego Bay, Jamaica
5.0 (1)

Multi Day tour with Catamaran and Rick's Cafe from Montego Bay

Basically, this offers you the option of booking with the same company for two separate days so day 1 we pick you up take you...

2 days • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$285
Cano Hondo Rooms + Kayaking + Hiking + Natural Waterfall Swimming Pools

This is an adventure good for those looking to enjoy nature and an unique rainforest experience. Focused on providing a true local view of Dominican …More

5.0 (2)

Cano Hondo Rooms + Kayaking + Hiking + Natural Waterfall Swimming Pools

This is an adventure good for those looking to enjoy nature and an unique rainforest experience. Focused on providing a true local view of Dominican...

1 day 6 hours
5.0 (2)
from
$199
All-Inclusive Cycling Tour of Jamaica - 5 Day/4 Night Biannual (Road Bikes)

Available in April and November, the Jamaica Reggae Ride will take cyclists on a 3 day, escorted bike ride across the scenic south and north …More

Runaway Bay, Jamaica
5.0 (3)

All-Inclusive Cycling Tour of Jamaica - 5 Day/4 Night Biannual (Road Bikes)

Available in April and November, the Jamaica Reggae Ride will take cyclists on a 3 day, escorted bike ride across the scenic south and north...

4 days • Free Cancellation
5.0 (3)
from
$1,309
4 Days Adventure Including Transportation, Hotel, 5 Excursions

We are the only one who offers a complete service with a service that provides a Private round-trip transportation from the airport and includes hotel …More

5.0 (2)

4 Days Adventure Including Transportation, Hotel, 5 Excursions

We are the only one who offers a complete service with a service that provides a Private round-trip transportation from the airport and includes hotel...

3 days • Free Cancellation
5.0 (2)
from
$290
Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica
5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$460
Secret Spots in North Puerto Rico: Self Guided Tour

Unlock the most spectacular spots locals love — and tourists miss completely. From crystal-clear beaches and scenic rivers to legendary landmarks and off-the-map natural escapes. …More

5.0 (2)

Secret Spots in North Puerto Rico: Self Guided Tour

Unlock the most spectacular spots locals love — and tourists miss completely. From crystal-clear beaches and scenic rivers to legendary landmarks and off-the-map natural escapes....

3 days
5.0 (2)
from
$5
All day Tour of Ocho Rios

“Such a great experience!”

— John_M

“Such a great experience!”

— John_M

This is the most wonderful tour in Jamaica right now on the north coast of thd island just come and experience it Consisting of a …More

Ocho Rios, Jamaica
5.0 (1)

All day Tour of Ocho Rios

This is the most wonderful tour in Jamaica right now on the north coast of thd island just come and experience it Consisting of a...

2 days • Hotel pickup offered
5.0 (1)
from
$250

Frequently Asked Questions

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

Recent tour reviews
Satisfied
New York City
4 Days Adventure Including Transportation, Hotel, 5 Excursions
933jamelv, Sep 2026
Satisfied
My wife and had a great time!!!
Read more
Tour experience
New York City
Dunn’s River Falls and Ocho Rios Sightseeing with Shopping
alias660, Aug 2026
Tour experience
Me and my friends had the best experience with our lovely tour guide Yonnique Fairclough. She was soo kind and took us to the good spots that weren’t supper expensive and scamy. Overall would 100% book with her again if I come back to Jamaica
Read more
Amazing experience
New York City
The Ultimate Self-Guided Hidden Gems Tour in Puerto Rico
jacqueline_d, Aug 2026
Amazing experience
Must do! It was a relaxing and spiritual experience. I will definitely be doing this again. I will be bringing everyone I love.
Read more
Viva la vida pura 🌴🇩🇴
New York City
7 Day Private Tour in Dominican Republic
myl_nec765, Aug 2026
Viva la vida pura 🌴🇩🇴
After doing some research, I discovered that Corinne was the only person who offered a custom trip adapted to my desires and my pace. Without hesitation, I recommend her as a guide to discover the Dominican Republic in a different way.I spent five days with her traveling around the island, discovering several magnificent places and having unique experiences. Corinne is an exceptional person: bubbly, always in a good mood, and deeply human. There are people who bring positive energy around them, who do good simply by their presence… Corinne is exactly that kind of person. She makes every moment more pleasant thanks to her zest for life, her passion, and her concern for providing a beautiful experience to her clients.Thanks to her, I discovered another side of the Dominican Republic: not just the well-known tourist spots, but the true beauty of the island, its little hidden treasures, its magnificent landscapes, and less-frequented places that are really worth the detour.This trip was filled with discoveries, beautiful moments, and unforgettable memories. If you wish to explore the Dominican Republic with someone who truly knows the island and who shares her love for this country with passion, I highly recommend Corinne's excursions.
Read more
INCREDIBLE
New York City
7 Day Private Tour in Dominican Republic
lisalF4067MU, Aug 2026
INCREDIBLE
An exceptional excursion from start to finish! We booked 7 days and everything was perfectly organized. The value for money is excellent, the activities were varied and very well supervised, and the whole team was professional, friendly, and always attentive.Everything went as planned, without any problems, which allowed us to fully enjoy our stay. Thanks to this excursion, we discovered magnificent places and had an unforgettable experience.I recommend this agency with my eyes closed to anyone who wishes to spend a stress-free vacation and enjoy it to the fullest. A huge thank you to the whole team for these 7 perfect days!
Read more
Great list of activities!...
New York City
The Ultimate Self-Guided Hidden Gems Tour in Puerto Rico
Christina_S, Jul 2026
Great list of activities!...
Great list of activities! Thanks for all the tips. We absolutely loved Charco El Hippie!! Puerto Rico is beautiful!
Read more
excited to try all these locations and discover something new!
New York City
Puerto Rico Unlocked 500+ Hidden Gems and Spots
Sightseer28091840116, Mar 2026
excited to try all these locations and discover something new!
had all the spots on the map for all the places you’d like to explore on your own definitely worth what u paid for
Read more
Wonderful trip
New York City
SANTO DOMINGO/ City tour – the best Adventures & traditional
G7198AVstellam, Mar 2026
Wonderful trip
I had the best experience of my life to have traveled to that beautiful place since I wanted to know that wonderful place know its culture its typical dishes its traditions I fell in love
Read more
Grenadines with the Fram
New York City
Grenada Grenadines: 7-Day Skippered Catamaran Charter Cruise
camcamhiyou, Feb 2026
Grenadines with the Fram
Hello, we took this cruise in December and we keep an excellent memory! Beautiful landscapes, great excursions, perfect surroundings, atmosphere on the boat and great encounters. Special mention for the crew Gaël and David without whom this would not have been possible, thank you for their kindness, their sharing of knowledge, their support .... Without them this journey would not have been the same! Not to mention the excellent cuisine of David 😋 a delight! In short everything was perfect!
Read more
Overnight sail St. Marteen to St. Barts.
New York City
2 days 1 night by private catamaran from St Martin to St Barth
Mary_W, Jan 2026
Overnight sail St. Marteen to St. Barts.
The four of us enjoyed a first class experience on the Zephyr traveling from Grand Case to St. Barts with Captain Karin and Sophie. Sophie treated us to numerous gourmet meals. We stopped in numerous small bays where we snorkeled and paddle boarded. Sleeping out on the ocean was a dream. The winds were perfect to sail back to St. Martin! We highly recommend this wonderful experience with a crew who go over the top to take care of your needs!
Read more
An amazing 5 star experience
New York City
Dunn’s River Falls and Ocho Rios Sightseeing with Shopping
250lennyk, Dec 2025
An amazing 5 star experience
I travelled to Jamaica from Ireland with my wife and 3 kids. We booked this tour last minute and I have to say it was an amazing experience. Our driver Lyndon was an absolute gentleman. He was very helpful throughout the trip. He made us feel at home on the island. Lyndon showed us some incredible hidden gems along the way for viewing spots, shopping and food. Lyndon was a real family man himself and had a quiz on the way back and gave them prizes which they were very greatful for. We also met Craig when we stopped along the way and Craig was also a very nice friendly guy. I can't recommend this tour enough and I'm definitely scoring it 5 stars without question. We didn't know what to expect in Jamaica but we all felt extremely safe for the entire trip. I will definitely be traveling back soon and booking another trip with C.L.A tours 👌👌
Read more
Great tour- we saw so much!!
New York City
Discover Puerto Rico Private 3 Day Package with hotel pickup
lisamI9376QL, Dec 2025
Great tour- we saw so much!!
We had never been to Puerto Rico. We only had a few days on the island. This trip provided a great use of our time and we experienced so much of the island. Carlos is a great tour guide and historian. He took us to sites that only locals would know. We ate authentic Puerto Rican at places for locals and not tourists. The prices at these restaurants were very reasonable. We know so much about the island from someone who obviously loves his island. I recommend this tour without reservation and felt it was the best use of our limited time.
Read more
Trip for a full island experience!
New York City
Discover Puerto Rico Private 3 Day Package with hotel pickup
Lisa_M, Dec 2025
Trip for a full island experience!
We had never been to Puerto Rico. We only had a few days on the island. This trip provided a great use of our time and we experienced so much of the island. Carlos is a great tour guide and historian. He took us to sites that only locals would know. We ate authentic Puerto Rican for at places for locals and not tourists. The prices at these restaurants were very reasonable. We know so much about the island from someone who obviously loves his island. I recommend this tour without reservation and felt it was the best use of our limited time.
Read more
Saved me days of planning and showed me places even locals didn’t know about
New York City
Puerto Rico Unlocked 500+ Hidden Gems and Spots
carmenmariell, Oct 2025
Saved me days of planning and showed me places even locals didn’t know about
I bought this map a bit skeptical at first, thinking it would be the same info I could find in blogs or on TikTok… but it turned out to be way better. It’s super well organized, with every location linked directly to Google Maps, so I didn’t waste hours searching for names or directions.Thanks to this map, I planned my entire trip in less than an hour and ended up visiting hidden waterfalls, secluded beaches, and even a family-owned restaurant in the mountains that I never would’ve found on my own.What I loved the most is that it’s not just about the popular tourist spots — it also includes secret gems that even my Puerto Rican friends didn’t know existed. Definitely worth every penny. If you’re planning a trip to Puerto Rico, this map is the tool you need.
Read more
The best tour
New York City
ATV o Buggy Adventure and Hip Hop Party Boat Combo with Open Bar
rosangelapE1353WC, Sep 2025
The best tour
The best tour of our life we liked so much that I will repeat again Antonio was super friendly the best tour 🥹🥹🥹🥹🥹
Read more
Love and fun
New York City
ATV o Buggy Adventure and Hip Hop Party Boat Combo with Open Bar
Freedom46246268531, Sep 2025
Love and fun
Antonio is the best admiration for eze beautiful human being very good I went with my wife was the best tour of our life 🙂‍↕️🙂‍↕️
Read more
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