Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour 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 →

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day …More

Trelawny, Jamaica

5.0 (3)

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$199

Guys what we are going to discribe about the tour is what we offer. As it is private you can make it in your own …More

Punta Cana, Dominican Republic

4.9 (7)

Private VIP Yacht in Punta Cana

Guys what we are going to discribe about the tour is what we offer. As it is private you can make it in your own...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.9 (7)

from
$576

Rose Hall Haunted Great House Night Tour from Montego Bay

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

Montego Bay, Jamaica

5.0 (9)

Rose Hall Haunted Great House Night Tour from Montego Bay

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

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$76

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's …More

Choc, St Lucia

5.0 (13)

Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests

View the famous green flash! If it’s in the eyes of that special someone, celebrating a special occasion or with a group of friends, there's...

2 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$1,285

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the …More

Negril, Jamaica

4.9 (14)

Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

The minimum persons required to pay is 21 The private charter can accommodate up to 120 persons You may choose any 2 stops from the...

4 hours Hotel pickup offered

4.9 (14)

from
$139

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing, …More

Lucea, Jamaica

4.9 (17)

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$109

Grenada Private Tour Concord Falls And Mud Bath

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

St. George's, Grenada

4.8 (14)

Grenada Private Tour Concord Falls And Mud Bath

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

5 to 6 hours Free Cancellation

4.8 (14)

from
$153

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

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Montego Bay, Jamaica

5.0 (5)

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

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

Private Charter from St Martin to St Barth

Your group will be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and …More

5.0 (16)

Private Charter from St Martin to St Barth

Your group will be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and...

8 hours Free Cancellation

5.0 (16)

from
$2,100

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in …More

4.9 (11)

Fly Fishing Tour

As all of you fly fishermen know, salt water fly fishing is the fastest growing sport in the world. So if you are interested in...

3 hours 30 minutes Hotel pickup offered

4.9 (11)

from
$360

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor …More

Rodney Bay, St Lucia

5.0 (9)

Private Sunset Cruise in St. Lucia

Witness the sunset over the Caribbean Sea on a private evening cruise, perfect for a romantic outing or a gathering with family and friends. Savor...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$80

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to …More

Rodney Bay, St Lucia

5.0 (12)

Private All-Inclusive Sea and Land Tour in St Lucia

Explore St. Lucia's highlights through a guided half-day tour by sea and land. Begin your journey cruising along the island's stunning coastline en route to...

5 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$140

Private,Turtles, snorkeling, beach stops, pigs, drinks included!”

If swimming with pigs, swimming with turtles, snorkeling at a reef and a shipwreck and relaxing on beautiful beach is on your bucket list look …More

5.0 (13)

Private,Turtles, snorkeling, beach stops, pigs, drinks included!”

If swimming with pigs, swimming with turtles, snorkeling at a reef and a shipwreck and relaxing on beautiful beach is on your bucket list look...

4 hours 25 minutes Free Cancellation

5.0 (13)

from
$800

Island Chauffeur Taxi Tour provides dependable customized tours, prioritizing comfort and a hassle-free experience travelers. Our dedicated team aims to help guest relax and appreciate …More

Soufriere, St Lucia

4.5 (13)

Private Island Tour St. Lucia

Island Chauffeur Taxi Tour provides dependable customized tours, prioritizing comfort and a hassle-free experience travelers. Our dedicated team aims to help guest relax and appreciate...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (13)

from
$110

Private Ultimate Fish, Snorkel & Cruise 3/4 Day on Serendipity

Fish, Snorkel and Cruise Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! …More

5.0 (3)

Private Ultimate Fish, Snorkel & Cruise 3/4 Day on Serendipity

Fish, Snorkel and Cruise Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! ...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$5,161

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

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that …More

Negril, Jamaica

5.0 (13)

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$174

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?