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 →

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst …More

St John's, Antigua and Barbuda

4.9 (11)

Outback Antigua Tour

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$145

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

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the …More

4.9 (11)

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$92

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (11)

Stepping High Mountain Tour and Blue Hole Mineral Spring from Negril

You will be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$140

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and …More

Gros Islet, St Lucia

5.0 (11)

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$250

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the …More

Boscobel, Jamaica

5.0 (11)

Private Negril Day Trip From Ocho Rios

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$160

Our Magens Bay Hike offers a unique adventure with expert guidance. Starting at the trailhead, our knowledgeable local guides lead small groups through a scenic …More

5.0 (11)

Magens Bay Trail Hiking Tour

Our Magens Bay Hike offers a unique adventure with expert guidance. Starting at the trailhead, our knowledgeable local guides lead small groups through a scenic...

2 hours Free Cancellation

5.0 (11)

from
$60

Enjoy 4 hours in our sea ray boat private trip with captain. We are located at the exclusive Marina Cap Cana in Punta Cana. Visit …More

5.0 (11)

Cap Cana Private Sea Ray yacht 26 Ft

Enjoy 4 hours in our sea ray boat private trip with captain. We are located at the exclusive Marina Cap Cana in Punta Cana. Visit...

4 hours Free Cancellation

5.0 (11)

from
$550

Grenada Nature and Heritage Escape Private Tour with Pickup

Embark on an unforgettable adventure with this half-day tour where you’ll experience the best of the island in just one day. This tour provides a …More

St. George's, Grenada

4.9 (11)

Grenada Nature and Heritage Escape Private Tour with Pickup

Embark on an unforgettable adventure with this half-day tour where you’ll experience the best of the island in just one day. This tour provides a...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$120

Dunns River Falls Excursions from Montego Bay

Our personable drivers who are all aimed to please, modern air-condition vehicles and affordable rates are just three reasons why Best Jamaica Tours is the …More

Falmouth, Jamaica

4.8 (11)

Dunns River Falls Excursions from Montego Bay

Our personable drivers who are all aimed to please, modern air-condition vehicles and affordable rates are just three reasons why Best Jamaica Tours is the...

6 to 7 hours Free Cancellation

4.8 (11)

from
$200

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a …More

5.0 (11)

The Highlights of St Maarten Full-Day Private Vip Island Tour

Free Vip Concierge Service, our guides will contact you upon booking to help plan a once in a life time St Maarten Experience. Enjoy a...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$1,195

Damajagua 7 Waterfalls with Lunch – Swim, Slide & Jump

Get ready to hike, swim, slide and jump through Damajagua’s spectacular 7 waterfalls! Explore lush tropical trails with an experienced local guide before reaching natural …More

Puerto Plata, Dominican Republic

5.0 (11)

Damajagua 7 Waterfalls with Lunch – Swim, Slide & Jump

Get ready to hike, swim, slide and jump through Damajagua’s spectacular 7 waterfalls! Explore lush tropical trails with an experienced local guide before reaching natural...

3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$65

Experience in quadricycle ATV Punta Cana Playa Campo and Tradition

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave …More

Punta Cana, Dominican Republic

4.8 (11)

Experience in quadricycle ATV Punta Cana Playa Campo and Tradition

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave...

4 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$40

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Grand Cayman, Cayman Islands

5.0 (10)

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation

5.0 (10)

from
$599

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe …More

Montego Bay, Jamaica

4.9 (10)

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$130

Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group, …More

5.0 (10)

Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group,...

4 hours Free Cancellation

5.0 (10)

from
$195

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there …More

5.0 (10)

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there...

3 hours Free Cancellation

5.0 (10)

from
$375

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum …More

4.9 (10)

St. Lucia Rum Tasting and Tour

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum...

2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$110

Hidden Gems of the North, Puerto Rico Private Tour

Come and discover with us the hidden gems of the north coast of Puerto Rico. Starting with a simple hike near the beach to discover …More

5.0 (10)

Hidden Gems of the North, Puerto Rico Private Tour

Come and discover with us the hidden gems of the north coast of Puerto Rico. Starting with a simple hike near the beach to discover...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$199

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then …More

Trelawny, Jamaica

5.0 (10)

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$130

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?