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 →

St Thomas Private Group Tour (11 or more ppl)

This tour caters to your group of more than 11 only. You get a vehicle just for your group for the whole day. It offers …More

Cruz Bay, US Virgin Islands

4.2 (5)

St Thomas Private Group Tour (11 or more ppl)

This tour caters to your group of more than 11 only. You get a vehicle just for your group for the whole day. It offers...

4 to 6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$82

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the …More

Paradera, Aruba

4.2 (5)

Private Sea Glass Island Kayak Morning + Transfer

Private Sea Glass Island Tour – Exclusive Morning Adventure! Experience Aruba’s hidden treasures on a private Sea Glass Island Tour, where you’ll kayak through the...

120 to 150 minutes Hotel pickup offered Free Cancellation

4.2 (5)

from
$155

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It's a natural waterfall that is fed by an underground spring. It …More

Negril, Jamaica

4.2 (5)

Dunns River Falls

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It's a natural waterfall that is fed by an underground spring. It...

5 to 6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$68

Experience the best of Ocho Rios with two unforgettable adventures: Beach Horseback Riding and Dunn's River Falls exploration. Feel the thrill as you saddle up …More

Ocho Rios, Jamaica

4.2 (5)

Beach Horseback Riding and Dunn’s River Falls

Experience the best of Ocho Rios with two unforgettable adventures: Beach Horseback Riding and Dunn's River Falls exploration. Feel the thrill as you saddle up...

4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$140

Basseterre Plantation Private Half Day Tour

Gibraltar Tours and taxi service offers a relaxing and personal tour experience, where we cater to the needs of our customers. Our experienced guides will …More

4.2 (5)

Basseterre Plantation Private Half Day Tour

Gibraltar Tours and taxi service offers a relaxing and personal tour experience, where we cater to the needs of our customers. Our experienced guides will...

6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$70

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local …More

Punta Cana, Dominican Republic

4.2 (5)

Punta Cana Shopping & Lunch Experience

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local...

3 to 4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$90

The Tet Paul Nature Trail is one of St. Lucia’s most beloved walking trails. A tour Offering a unique combination of history, adventure, exquisite plant …More

Cap Estate, St Lucia

3.8 (5)

Tet Paul Nature Trail Tour

The Tet Paul Nature Trail is one of St. Lucia’s most beloved walking trails. A tour Offering a unique combination of history, adventure, exquisite plant...

45 to 60 minutes Hotel pickup offered Free Cancellation

3.8 (5)

from
$98

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and …More

Trelawny, Jamaica

4.0 (5)

#1 Martha brea bamboo rafting

My tours are unique because they offer a personalized and immersive experience. I aim to provide intimate and authentic encounters with the local culture and...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$95

Platinum Prívate Santo Domingo City Tour. (mínimum 4 people)

Explore Dominican Republic’s capital city on this full-day private tour of Santo Domingo. Navigate the historical colonial streets with your friendly, local guide, and see …More

Santo Domingo, Dominican Republic

4.2 (5)

Platinum Prívate Santo Domingo City Tour. (mínimum 4 people)

Explore Dominican Republic’s capital city on this full-day private tour of Santo Domingo. Navigate the historical colonial streets with your friendly, local guide, and see...

7 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$1,100

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music …More

4.2 (5)

Private Party Bus Tour in Puerto Rico

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music...

6 hours Free Cancellation

4.2 (5)

from
$850

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island, …More

4.2 (5)

Private German Speaking Jeep Tours

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island,...

6 to 7 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$700

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with …More

4.0 (5)

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with...

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$395

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados …More

4.2 (5)

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados...

3 to 4 hours Free Cancellation

4.2 (5)

from
$1,287

Luminous Lagoon Small Group Tour from Montego Bay

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder, it is a phosphorescent lagoon where guests are taken on a beautiful …More

Montego Bay, Jamaica

3.8 (5)

Luminous Lagoon Small Group Tour from Montego Bay

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder, it is a phosphorescent lagoon where guests are taken on a beautiful...

45 minutes Hotel pickup offered Free Cancellation

3.8 (5)

from
$250

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting …More

3.8 (5)

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting...

3 hours Free Cancellation

3.8 (5)

from
$149

Luminous Lagoon & River Tubing Falmouth from Montego Bay/Falmouth

Mystic Lagoon Tours is situated along the banks of The Luminous Lagoon, considered one of the most spectacular natural phenomena in the world. The Lagoon …More

Montego Bay, Jamaica

4.2 (5)

Luminous Lagoon & River Tubing Falmouth from Montego Bay/Falmouth

Mystic Lagoon Tours is situated along the banks of The Luminous Lagoon, considered one of the most spectacular natural phenomena in the world. The Lagoon...

5 to 6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$29

Cockleshell Beach Excursion, Snorkeling and Scenic Views

Visit Cockleshell Beach and bask in the stunning views of both the Atlantic and Caribbean seas, with the picturesque island of Nevis in the distance. …More

4.0 (5)

Cockleshell Beach Excursion, Snorkeling and Scenic Views

Visit Cockleshell Beach and bask in the stunning views of both the Atlantic and Caribbean seas, with the picturesque island of Nevis in the distance....

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$70

Horseback Riding tour near Santo Domingo with pick up and dropoff

This horseback riding experience is the closest and most complete that you will find on the outskirts of Santo Domingo, just 25 minutes from downtown …More

Santo Domingo, Dominican Republic

4.0 (4)

Horseback Riding tour near Santo Domingo with pick up and dropoff

This horseback riding experience is the closest and most complete that you will find on the outskirts of Santo Domingo, just 25 minutes from downtown...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$79

Blue Hole and Horseback Riding from Montego bay

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Montego Bay, Jamaica

4.3 (4)

Blue Hole and Horseback Riding from Montego bay

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

4 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$280

Bob Marley Museum Admission & Tour from Ocho Rios

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to …More

Ocho Rios, Jamaica

3.8 (4)

Bob Marley Museum Admission & Tour from Ocho Rios

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to...

6 hours Hotel pickup offered Free Cancellation

3.8 (4)

from
$181

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?