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 →

Private Tour Horseback Riding from Ocho Rios or Runaway Bay

WELCOME TO TOUR JAMAICA TODAY. Your Tour begins as your driver meet you with a smile and a warm welcome. Leaving your hotel or cruise …More

Runaway Bay, Jamaica

5.0 (5)

Private Tour Horseback Riding from Ocho Rios or Runaway Bay

WELCOME TO TOUR JAMAICA TODAY. Your Tour begins as your driver meet you with a smile and a warm welcome. Leaving your hotel or cruise...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$85

Private Round Trip Airport Transfers in and Around Montego Bay

From Airport to the surrounding of Montego Bay accommodations it is estimated 25 minutes ride. On every pick up we do a complementary serving of …More

Montego Bay, Jamaica

5.0 (5)

Private Round Trip Airport Transfers in and Around Montego Bay

From Airport to the surrounding of Montego Bay accommodations it is estimated 25 minutes ride. On every pick up we do a complementary serving of...

30 to 45 minutes Free Cancellation

5.0 (5)

from
$40

Take a comprehensive tour of Negril in one day from your hotels or cruise ship docks in Montego Bay Drive through Montego Bay and Lucea …More

Falmouth, Jamaica

4.8 (5)

Private Negril Day Trip From Falmouth

Take a comprehensive tour of Negril in one day from your hotels or cruise ship docks in Montego Bay Drive through Montego Bay and Lucea...

6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$140

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind. …More

Palm - Eagle Beach, Aruba

5.0 (5)

Aruba Private Island tour A/C Van

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind....

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$545

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Runaway Bay, Jamaica

5.0 (5)

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$92

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry, …More

St. George's, Grenada

5.0 (5)

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you …More

4.8 (5)

Jeep Wrangler island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$74

Nikki Beach St Barth - Private Charter Boat Trip from Sint Maarten

Welcome in Sint Maarten ! For our guests , staying on the island of many request we are offering great trip to St Barths and famous Nikki …More

4.8 (5)

Nikki Beach St Barth - Private Charter Boat Trip from Sint Maarten

Welcome in Sint Maarten ! For our guests , staying on the island of many request we are offering great trip to St Barths and famous Nikki...

6 to 8 hours Free Cancellation

4.8 (5)

from
$2,120

A must visit for true Bob Marley fans, this private musical heritage tour from your hotel/port takes you to the reggae legend’s birthplace of Nine …More

Montego Bay, Jamaica

5.0 (5)

Bob Marley Birth Place Private Tour

A must visit for true Bob Marley fans, this private musical heritage tour from your hotel/port takes you to the reggae legend’s birthplace of Nine...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

All day island tour veiws/history/shopping/beach

Ride in Style with a local taxi tour guide who is born and raised on the island of St. Thomas. Knows historical knowledge on the …More

4.8 (5)

All day island tour veiws/history/shopping/beach

Ride in Style with a local taxi tour guide who is born and raised on the island of St. Thomas. Knows historical knowledge on the...

1 to 12 hours Hotel pickup offered

4.8 (5)

from
$750

We guarantee the most adventurous and memorable vacation as you journey to one of Jamaica's major attractions. Your courteous driver will provide a rich history …More

Montego Bay, Jamaica

5.0 (5)

Dunn’s River Fall

We guarantee the most adventurous and memorable vacation as you journey to one of Jamaica's major attractions. Your courteous driver will provide a rich history...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$40

Full-Day Private Tour in Ocho Rios with Pickup included

Experience Ochi Rios like never before with our day out package. First up, you’ll visit one of the region’s most beautiful attractions; the Blue Hole, …More

Montego Bay, Jamaica

5.0 (5)

Full-Day Private Tour in Ocho Rios with Pickup included

Experience Ochi Rios like never before with our day out package. First up, you’ll visit one of the region’s most beautiful attractions; the Blue Hole,...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$140

Montego Bay Highlights Tour with Shopping and Bamboo Rafting

Discover the best of Montego Bay with an unforgettable blend of history, culture, shopping, and relaxation on the Montego Bay Highlights Tour with Shopping & …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay Highlights Tour with Shopping and Bamboo Rafting

Discover the best of Montego Bay with an unforgettable blend of history, culture, shopping, and relaxation on the Montego Bay Highlights Tour with Shopping &...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$95

Private ATV and Blue Hole Adventure in Ocho Rios

Enjoy an exciting ATV/Buggy adventure through 980 acres of Jamaican forest. Hop in an ATV/ Dune Buggy and ride through Jamaica’s untouched wilderness Ride along …More

Ocho Rios, Jamaica

5.0 (5)

Private ATV and Blue Hole Adventure in Ocho Rios

Enjoy an exciting ATV/Buggy adventure through 980 acres of Jamaican forest. Hop in an ATV/ Dune Buggy and ride through Jamaica’s untouched wilderness Ride along...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$195

Your musical pilgrimage begins with a 9am pickup from your Ocho Rios hotel. Admire the beautiful scenery as your driver navigates the narrow, winding country …More

Ocho Rios, Jamaica

5.0 (5)

Nine Mile Tour from Ocho Rios

Your musical pilgrimage begins with a 9am pickup from your Ocho Rios hotel. Admire the beautiful scenery as your driver navigates the narrow, winding country...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$105

7 Damajagua waterfalls and typical Dominican lunch

The Damajagua Waterfalls begin with a 20-minute walk past bridges, forest and flora, before reaching the waterfall number 7, then begin to descend either by …More

Puerto Plata, Dominican Republic

5.0 (5)

7 Damajagua waterfalls and typical Dominican lunch

The Damajagua Waterfalls begin with a 20-minute walk past bridges, forest and flora, before reaching the waterfall number 7, then begin to descend either by...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$65

Discover Soufrière’s highlights on this Golden Experience, Where you hike the scenic Tet Paul Nature Trail for panoramic Piton views, refresh at the stunning Toraille …More

Soufriere, St Lucia

5.0 (5)

Soufriere Explore Golden Experience

Discover Soufrière’s highlights on this Golden Experience, Where you hike the scenic Tet Paul Nature Trail for panoramic Piton views, refresh at the stunning Toraille...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$175

Turtle encounter, Hidden cave and Beach Tour

Swim with wild sea turtles, explore a hidden sea cave, and chill at one of Curaçao’s most stunning beaches—all in one unforgettable tour. We’ll start …More

Willemstad, Curacao

5.0 (5)

Turtle encounter, Hidden cave and Beach Tour

Swim with wild sea turtles, explore a hidden sea cave, and chill at one of Curaçao’s most stunning beaches—all in one unforgettable tour. We’ll start...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$125

Discover the rich history and vibrant culture of San Juan, one of the oldest cities in the Americas, on a comprehensive sightseeing tour. This experience …More

5.0 (4)

San Juan Sightseeing Private Tour

Discover the rich history and vibrant culture of San Juan, one of the oldest cities in the Americas, on a comprehensive sightseeing tour. This experience...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$475

Private Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. Step on to your fully customizable private sunset cruise with your friends and family. Our attentive office staff will help make your …More

5.0 (4)

Private Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. Step on to your fully customizable private sunset cruise with your friends and family. Our attentive office staff will help make your...

2 hours Free Cancellation

5.0 (4)

from
$1,095

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?

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

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?