Top Caribbean Tours & Sightseeing

Q: I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory Private Souvenirs Shopping Tour from Punta Cana La Boutique Mobile Punta Cana View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

City and Country Puerto Plata History and Beach

Discover the authentic essence of Puerto Plata. A fascinating journey through time and nature. We will begin by exploring the historic heart of the city, …More

Puerto Plata, Dominican Republic

5.0 (17)

City and Country Puerto Plata History and Beach

Discover the authentic essence of Puerto Plata. A fascinating journey through time and nature. We will begin by exploring the historic heart of the city,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$75

Mystic Luminescent Lagoon Night Cruise & Swim in Jamaica

Visit Jamaica's fascinating Mystic Lagoon on a night cruise! Cruise around the glowing lagoon in a small boat at night with your expert guide and …More

Trelawny, Jamaica

3.7 (337)

Mystic Luminescent Lagoon Night Cruise & Swim in Jamaica

Visit Jamaica's fascinating Mystic Lagoon on a night cruise! Cruise around the glowing lagoon in a small boat at night with your expert guide and...

3 hours Free Cancellation

3.7 (337)

from
$75

With this tour, you get to experience as many of the great things our Island has to offer within one day. From the coral reef …More

4.9 (75)

St.Maarten St.Martin Best Prime Tour

With this tour, you get to experience as many of the great things our Island has to offer within one day. From the coral reef...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (75)

from
$75

Dark View Falls Tour with Trubb Taxi Tours SVG

Begins with a 15 minutes tour of Fort Charlotte, then we'll drive along the Leeward side of the Island to the beautiful Dark View Falls, …More

Kingstown, St Vincent and the Grenadines

4.5 (17)

Dark View Falls Tour with Trubb Taxi Tours SVG

Begins with a 15 minutes tour of Fort Charlotte, then we'll drive along the Leeward side of the Island to the beautiful Dark View Falls,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (17)

from
$75

Saona Island Tour Catamaran Buffet Lunch & Full Day Trip

Isla Saona is not only a beautiful natural place, but it also has a very interesting history. For the Taínos, indigenous inhabitants of the island, …More

Punta Cana, Dominican Republic

3.9 (13)

Saona Island Tour Catamaran Buffet Lunch & Full Day Trip

Isla Saona is not only a beautiful natural place, but it also has a very interesting history. For the Taínos, indigenous inhabitants of the island,...

8 hours Hotel pickup offered Free Cancellation

3.9 (13)

from
$75

Live Steel Drums & Street Food Experience!

Experience LIVE music in Port of Spain by night! From 8.30pm we will tour you through the energetic capital of Trinidad to various “steel pan …More

4.9 (13)

Live Steel Drums & Street Food Experience!

Experience LIVE music in Port of Spain by night! From 8.30pm we will tour you through the energetic capital of Trinidad to various “steel pan...

150 to 180 minutes Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like …More

Falmouth, Jamaica

4.9 (46)

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (46)

from
$75

Full Day Santo Domingo City Tour: History of the Caribbean From Punta Cana

Immerse yourself in the city culture, history, and architecture of Santo Domingo on this full-day city sightseeing tour from Punta Cana. Highlights include Casa de …More

Punta Cana, Dominican Republic

4.1 (67)

Full Day Santo Domingo City Tour: History of the Caribbean From Punta Cana

Immerse yourself in the city culture, history, and architecture of Santo Domingo on this full-day city sightseeing tour from Punta Cana. Highlights include Casa de...

7 to 8 hours Hotel pickup offered Free Cancellation

4.1 (67)

from
$75

Explore peninsula of Samana coast on horseback riding this 1.5-hour adventure from Rancho Playa in La Barbacoa. Follow your expert guide through the countryside on …More

4.8 (51)

Ride Horses on the Beach

Explore peninsula of Samana coast on horseback riding this 1.5-hour adventure from Rancho Playa in La Barbacoa. Follow your expert guide through the countryside on...

2 to 3 hours Free Cancellation

4.8 (51)

from
$75

Explore the highlights of Santo Domingo on this 8-9 hour sightseeing tour starting from your hotel pickup in the capital of the Dominican Republic. With …More

Punta Cana, Dominican Republic

5.0 (1)

Santo Domingo Sightseeing Tour

Explore the highlights of Santo Domingo on this 8-9 hour sightseeing tour starting from your hotel pickup in the capital of the Dominican Republic. With...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Rainforest Nature Walk & Luquillo Beach Combo

Our tour guide will meet you at the pickup location, at the previously accorded pickup time (call us for confirmation).We'll then go east for around …More

Isla Verde, Puerto Rico

4.4 (36)

Rainforest Nature Walk & Luquillo Beach Combo

Our tour guide will meet you at the pickup location, at the previously accorded pickup time (call us for confirmation).We'll then go east for around...

6 hours Hotel pickup offered Free Cancellation

4.4 (36)

from
$75

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you …More

Santo Domingo, Dominican Republic

4.0 (52)

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you...

6 hours Hotel pickup offered Free Cancellation

4.0 (52)

from
$75

Saona Island Full Day Tour Lunch and Transportation Included

You cannot miss this excursion to paradise, an unforgettable trip Once we are in Bayahibe we will take a speedboat to start the trip to …More

Punta Cana, Dominican Republic

3.3 (6)

Saona Island Full Day Tour Lunch and Transportation Included

You cannot miss this excursion to paradise, an unforgettable trip Once we are in Bayahibe we will take a speedboat to start the trip to...

9 hours Hotel pickup offered Free Cancellation

3.3 (6)

from
$75

Off Road Jungle Safari Grand Tour Adventure

The Off Road Rain forest 4 X 4 Excursion is a tour suited for the traveler looking to explore the islands interior seated in the …More

4.8 (5)

Off Road Jungle Safari Grand Tour Adventure

The Off Road Rain forest 4 X 4 Excursion is a tour suited for the traveler looking to explore the islands interior seated in the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$75

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Montego Bay, Jamaica

5.0 (11)

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$75

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach …More

4.5 (43)

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach...

4 to 5 hours Hotel pickup offered Free Cancellation

4.5 (43)

from
$75

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (6)

North Tour with Local Guide

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$75

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in …More

5.0 (23)

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in...

4 to 5 hours

5.0 (23)

from
$75

St. Thomas Mountain Top Tour and Beach Hopping

The Mountain Top Tour and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to …More

Cruz Bay, US Virgin Islands

4.9 (14)

St. Thomas Mountain Top Tour and Beach Hopping

The Mountain Top Tour and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to...

5 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$75

Full-Day Cruise to Saona Island - Natural Pool and Lunch

Discover a dynamic way of getting to know Isla Saona on an excursion sailing the sea by catamaran and speedboat while enjoying the sun and …More

Punta Cana, Dominican Republic

4.2 (55)

Full-Day Cruise to Saona Island - Natural Pool and Lunch

Discover a dynamic way of getting to know Isla Saona on an excursion sailing the sea by catamaran and speedboat while enjoying the sun and...

10 hours 30 minutes Hotel pickup offered Free Cancellation

4.2 (55)

from
$75

Frequently Asked Questions

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

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Tours & Sightseeing are:

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?