Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Negril Beach & Rick's Cafe Full Day Tour

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Negril, on the western …More

Lucea, Jamaica

3.5 (2)

Negril Beach & Rick's Cafe Full Day Tour

Trust tours jamaica guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Negril, on the western...

3 to 4 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$56

The pressure to find the perfect souvenir can be challenging however we have created an experience where you're able to see all the city has …More

Montego Bay, Jamaica

3.5 (2)

Montego Bay Shopping Tour

The pressure to find the perfect souvenir can be challenging however we have created an experience where you're able to see all the city has...

3 to 4 hours Hotel pickup offered

3.5 (2)

from
$60

Grenada Private Transfer: Clarke's Court Rum Distillery & Tasting

Tucked in the sun-drenched south of Grenada, Clarke's Court Rum Distillery is one of the island's most beloved landmarks — cherished by locals and sought …More

3.5 (2)

Grenada Private Transfer: Clarke's Court Rum Distillery & Tasting

Tucked in the sun-drenched south of Grenada, Clarke's Court Rum Distillery is one of the island's most beloved landmarks — cherished by locals and sought...

1 hour 10 minutes Hotel pickup offered Free Cancellation

3.5 (2)

from
$80

Private Trip to Los Haitises from Sabana De La Mar

This is a private tour with locals tours guides. You will learn the original information about the culture of Los haitises national park. Locals know …More

3.5 (2)

Private Trip to Los Haitises from Sabana De La Mar

This is a private tour with locals tours guides. You will learn the original information about the culture of Los haitises national park. Locals know...

3 to 4 hours

3.5 (2)

from
$95

Discover the vibrant charm of St. Maarten with customizable tours that let you shape your island adventure. From historical landmarks to stunning beaches like Orient …More

Philipsburg, St Maarten

3.1 (8)

St. Maarten/Saint Martin Island Tour

Discover the vibrant charm of St. Maarten with customizable tours that let you shape your island adventure. From historical landmarks to stunning beaches like Orient...

2 to 3 hours Hotel pickup offered Free Cancellation

3.1 (8)

from
$220

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven …More

Runaway Bay, Jamaica

3.0 (3)

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven...

12 hours Hotel pickup offered Free Cancellation

3.0 (3)

from
$138

4 hours Kayak, Cave and Waterfall Adventure

What sets this tour apart is its unique blend of volcanic wonders, adventure, and Hollywood magic. Guests kayak through the Soufriere/Scotts Head Marine Reserve, exploring …More

3.0 (3)

4 hours Kayak, Cave and Waterfall Adventure

What sets this tour apart is its unique blend of volcanic wonders, adventure, and Hollywood magic. Guests kayak through the Soufriere/Scotts Head Marine Reserve, exploring...

4 hours Hotel pickup offered Free Cancellation

3.0 (3)

from
$95

Night Life, Party Vibes & Clubbing in Montego Bay

Montego Bay Nightlife is always popping. Especially with clubs like these that you’ll get a chance to experience from partying with Jamaicans. Smoke hookahs, enjoy …More

Montego Bay, Jamaica

3.0 (2)

Night Life, Party Vibes & Clubbing in Montego Bay

Montego Bay Nightlife is always popping. Especially with clubs like these that you’ll get a chance to experience from partying with Jamaicans. Smoke hookahs, enjoy...

3 to 4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$40

27/27 Lounge, Pier 1 & Margaritaville Nightlife Experience

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most …More

Montego Bay, Jamaica

3.0 (2)

27/27 Lounge, Pier 1 & Margaritaville Nightlife Experience

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most...

4 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$60

Dunns River Falls & Blue Hole in ocho Rios frm Negril/Montego Bay

Experience the ultimate Jamaican adventure with our exclusive Combo Tour to Dunn's River and Blue Hole! Conquer the iconic Dunn's River Falls, hand in hand …More

Negril, Jamaica

3.0 (2)

Dunns River Falls & Blue Hole in ocho Rios frm Negril/Montego Bay

Experience the ultimate Jamaican adventure with our exclusive Combo Tour to Dunn's River and Blue Hole! Conquer the iconic Dunn's River Falls, hand in hand...

4 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$104

Dunns River & BlueHole Tour Includes Entry Fees

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the …More

Montego Bay, Jamaica

3.0 (2)

Dunns River & BlueHole Tour Includes Entry Fees

Dunn’s River Falls is very popular stop, on the best water falls in Jamaica, visitors get a once in a lifetime experience to climb the...

7 to 8 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$289

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day. …More

Kingstown, St Vincent and the Grenadines

3.0 (2)

Dark View Falls Private Tour

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day....

1 to 5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$481

Beach Day in Negril & Ricks Cafe Experience

Lets journey to one of Jamaica top destination spots, Negril Beach & Ricks Cafe. The anticipated fun goes beyond expectation from beautiful sight seeings while …More

Montego Bay, Jamaica

3.0 (2)

Beach Day in Negril & Ricks Cafe Experience

Lets journey to one of Jamaica top destination spots, Negril Beach & Ricks Cafe. The anticipated fun goes beyond expectation from beautiful sight seeings while...

6 to 8 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$48

Relaxing bamboo rafting with foot massage

Bamboo rafting with foot massage is a truly rejuvenating and immersive experience that allows you to connect with nature and unwind in a serene setting. …More

Lucea, Jamaica

3.0 (2)

Relaxing bamboo rafting with foot massage

Bamboo rafting with foot massage is a truly rejuvenating and immersive experience that allows you to connect with nature and unwind in a serene setting....

3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$50

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery. …More

3.0 (2)

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery....

8 hours Free Cancellation

3.0 (2)

from
$750

Explore the home of San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, plazas, …More

3.0 (2)

1 Hour Historical UTV Tour in San Juan

Explore the home of San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, plazas,...

1 hour Hotel pickup offered

3.0 (2)

from
$200

Shopping & Sightseeing Local Guided Tour In Montego Bay

Immerse yourself in the vibrant energy and rich culture of Montego Bay with our exclusive experience, combining shopping and sightseeing at some of the city's …More

Montego Bay, Jamaica

3.0 (2)

Shopping & Sightseeing Local Guided Tour In Montego Bay

Immerse yourself in the vibrant energy and rich culture of Montego Bay with our exclusive experience, combining shopping and sightseeing at some of the city's...

3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$71

Dis We Culture Tour (At least 6 passengers)

Through this tour you get a complete sense of how natives lived years ago, while experiencing the progression of modern culture. …More

Nassau, Bahamas

3.0 (2)

Dis We Culture Tour (At least 6 passengers)

Through this tour you get a complete sense of how natives lived years ago, while experiencing the progression of modern culture....

2 hours 30 minutes Hotel pickup offered Free Cancellation

3.0 (2)

from
$50

Epic Horseback Ride & Swim and Blue Hole From Montego Bay Private

Enjoy a part of your vacation and experience this all in a day combo tour. Beautiful ocean view while taking a ride on a well-trained …More

Ocho Rios, Jamaica

3.0 (2)

Epic Horseback Ride & Swim and Blue Hole From Montego Bay Private

Enjoy a part of your vacation and experience this all in a day combo tour. Beautiful ocean view while taking a ride on a well-trained...

5 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$155

Blue Hole has become a very popular spot. A wet tour up stream partnered with river swinging and cliff jumping with a complimentary mud bath. …More

Montego Bay, Jamaica

3.0 (2)

Bob Marley Nine Mile + Blue Hole River

Blue Hole has become a very popular spot. A wet tour up stream partnered with river swinging and cliff jumping with a complimentary mud bath....

3 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$219

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

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

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

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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