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 →

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want …More

St. George's, Grenada

5.0 (3)

seven sister waterfall hike, Annandale waterfall, national park

This listings is for travelers who wants to enjoy the best of Grenada in they own pace completely private to do exactly what you want...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St. …More

Falmouth, Jamaica

5.0 (3)

Bob Marley Nine Mile Tour

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St....

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$35

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at …More

Oranjestad, Aruba

5.0 (3)

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Montego Bay highlights A scenic sightseeing adventure

Discover Montego Bay’s history, culture, and breathtaking views. This tour blends iconic landmarks with hidden gems for an authentic Jamaican adventure. Highlights: • Sam Sharpe …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay highlights A scenic sightseeing adventure

Discover Montego Bay’s history, culture, and breathtaking views. This tour blends iconic landmarks with hidden gems for an authentic Jamaican adventure. Highlights: • Sam Sharpe...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$50

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Private Curaçao Heritage Tour A Private Curaçao Journey

Discover the rich history and vibrant culture of Curaçao on this exclusive three-hour private tour. With a convenient remote pickup, explore iconic landmarks like the …More

Willemstad, Curacao

5.0 (3)

Private Curaçao Heritage Tour A Private Curaçao Journey

Discover the rich history and vibrant culture of Curaçao on this exclusive three-hour private tour. With a convenient remote pickup, explore iconic landmarks like the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$128

City Tour Atlantis Bahamar Surrounding Hotels

I am thrilled to be embarking on this journey with you and exploring the beauty of the Bahamas together. You can count on me to …More

Nassau, Bahamas

5.0 (3)

City Tour Atlantis Bahamar Surrounding Hotels

I am thrilled to be embarking on this journey with you and exploring the beauty of the Bahamas together. You can count on me to...

45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Martha Brae River Rafting And Luminous Lagoon Tour In Falmouth

Discover two of Jamaica’s most enchanting experiences in one unforgettable tour! Your adventure begins with a tranquil bamboo rafting trip down the Martha Brae River, …More

Montego Bay, Jamaica

5.0 (3)

Martha Brae River Rafting And Luminous Lagoon Tour In Falmouth

Discover two of Jamaica’s most enchanting experiences in one unforgettable tour! Your adventure begins with a tranquil bamboo rafting trip down the Martha Brae River,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests …More

5.0 (3)

Isabela Coastal Adventure Tour

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$425

Ambar Chocolate Puerto Plata Culture and Colored Umbrella

Discover the vibrant soul of Puerto Plata in a cultural tour that will delight its five senses. This tour takes it beyond the beaches to …More

Puerto Plata, Dominican Republic

5.0 (3)

Ambar Chocolate Puerto Plata Culture and Colored Umbrella

Discover the vibrant soul of Puerto Plata in a cultural tour that will delight its five senses. This tour takes it beyond the beaches to...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$40

Snorkeling and Sightseeing Tour Explore Puerto Rico Marine Life

Discover the beauty of Puerto Rico on this Snorkeling & Sightseeing Tour at Crash Boat Beach. Experience the vibrant underwater world as you snorkel in …More

5.0 (3)

Snorkeling and Sightseeing Tour Explore Puerto Rico Marine Life

Discover the beauty of Puerto Rico on this Snorkeling & Sightseeing Tour at Crash Boat Beach. Experience the vibrant underwater world as you snorkel in...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of …More

Punta Cana, Dominican Republic

5.0 (3)

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo …More

5.0 (3)

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$119

Blue Hole Secret Falls and Dunns River Falls Adventure

Discover the natural beauty of Jamaica with a visit to Blue Hole Secret Falls and Dunn’s River Falls. Experience exhilarating cliff diving, rope swings, and …More

Lucea, Jamaica

5.0 (3)

Blue Hole Secret Falls and Dunns River Falls Adventure

Discover the natural beauty of Jamaica with a visit to Blue Hole Secret Falls and Dunn’s River Falls. Experience exhilarating cliff diving, rope swings, and...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$96

Eco Friendly TukTuk’s Arts and Historic City

This is a self drive rental duration 3 hours. Discover Willemstad’s UNESCO Treasures on a TukTuk Tour Hop aboard a fun and eco-friendly TukTuk and …More

Willemstad, Curacao

5.0 (2)

Eco Friendly TukTuk’s Arts and Historic City

This is a self drive rental duration 3 hours. Discover Willemstad’s UNESCO Treasures on a TukTuk Tour Hop aboard a fun and eco-friendly TukTuk and...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Montego bay,Bamboo Rafting with Foot Massage

Spanning 200 acres, Lethe was home to a former banana plantation estate, today the estate is home to garden experiences and river excursions. Rafting at …More

Lucea, Jamaica

5.0 (2)

Montego bay,Bamboo Rafting with Foot Massage

Spanning 200 acres, Lethe was home to a former banana plantation estate, today the estate is home to garden experiences and river excursions. Rafting at...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$55

Luminous Lagoon and Rose Hall Haunted Night Tour from Ocho Rios

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these …More

Ocho Rios, Jamaica

5.0 (2)

Luminous Lagoon and Rose Hall Haunted Night Tour from Ocho Rios

If you're looking for something to do in Jamaica, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as these...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$113

Private Party Boat with Snorkeling in Punta Cana (Half Day)

Ready to enjoy a private booze cruise with your family and friends? Pleasant Tours offers the best service for your group, and you get the …More

Punta Cana, Dominican Republic

5.0 (2)

Private Party Boat with Snorkeling in Punta Cana (Half Day)

Ready to enjoy a private booze cruise with your family and friends? Pleasant Tours offers the best service for your group, and you get the...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,500

Explore the west coast of St. Lucia in as a group or privately with your driver-guide who shows you the sights from Castries to around …More

5.0 (2)

St. Lucia 360 Island Tour

Explore the west coast of St. Lucia in as a group or privately with your driver-guide who shows you the sights from Castries to around...

2 to 6 hours Free Cancellation

5.0 (2)

from
$250

Private Luxury Veuve Clicquot Sunset Champagne Yacht Charter

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early …More

5.0 (2)

Private Luxury Veuve Clicquot Sunset Champagne Yacht Charter

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early...

2 hours Free Cancellation

5.0 (2)

from
$1,495

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?