Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the …More

Montego Bay, Jamaica

5.0 (1)

Favorite Bamboo Rafting Experience w/ Decorated Raft

All time favorite tour is the River Rafting experience which will greet you with open arms. Enjoy the beautiful scenery and relaxing ride aboard the...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Dunn’s River Falls Inclusive Tour From Montego Bay

Dunns River Park offers two climbs; a wet climb and a dry climb. If you are not a fan of getting wet, then the dry …More

Montego Bay, Jamaica

5.0 (1)

Dunn’s River Falls Inclusive Tour From Montego Bay

Dunns River Park offers two climbs; a wet climb and a dry climb. If you are not a fan of getting wet, then the dry...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

This tour is designed for couples, families/groups who are interested in learning more about our history, culture and people. This tour can be fully customized …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Walking Through Antigua's History

This tour is designed for couples, families/groups who are interested in learning more about our history, culture and people. This tour can be fully customized...

3 hours Hotel pickup offered

5.0 (1)

from
$100

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like …More

Trelawny, Jamaica

5.0 (1)

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Spend half or the entire day in Soufriere and experience all it has to offer. Visit the Sulphur Springs, The water falls, (as many as …More

Gros Islet, St Lucia

5.0 (1)

Soufriere Land Excursion

Spend half or the entire day in Soufriere and experience all it has to offer. Visit the Sulphur Springs, The water falls, (as many as...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be …More

Montego Bay, Jamaica

5.0 (1)

Great River Bamboo Rafting Montego Bay

We offer the best of the best raft captains to provide a full raft experience (entertainment, lime stone massage, music, drink etc). Raft can be...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Safari Tour – Paradisiacal Excursion to Bahía de las Águilas

Get to know one of the beaches with the most crystal clear water in the world and one of the most beautiful in the Dominican …More

3.4 (5)

Safari Tour – Paradisiacal Excursion to Bahía de las Águilas

Get to know one of the beaches with the most crystal clear water in the world and one of the most beautiful in the Dominican...

4 hours Free Cancellation

3.4 (5)

from
$100

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls, …More

Ocho Rios, Jamaica

4.0 (1)

Half Day Tour to Konoko Gardens and Blue Hole Ocho Rios

Discover Konoko Garden & Falls and Blue Hole Secret Falls in Ocho Rios. Explore Jamaica's beauty with these two must-visit destinations. Konoko Garden & Falls,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$100

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen …More

Montego Bay, Jamaica

5.0 (11)

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$100

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Trelawny, Jamaica

4.8 (13)

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$100

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport …More

Negril, Jamaica

5.0 (3)

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport...

1 to 8 hours Hotel pickup offered

5.0 (3)

from
$100

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to …More

Anse La Raye, St Lucia

4.7 (656)

St Lucia Customize Private Island Tour

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to...

4 to 6 hours Hotel pickup offered Free Cancellation

4.7 (656)

from
$100

This is a private tour with just you and your driver/tour guide. This is an average of 5 - 6 hours tour allows you to see the beautiful …More

Marigot Bay, St Lucia

5.0 (3)

Tet Paul Nature Trail Day Tour

This is a private tour with just you and your driver/tour guide. This is an average of 5 - 6 hours tour allows you to see the beautiful...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees …More

Anse La Raye, St Lucia

4.6 (8)

St Lucia Northern Island Tour

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees...

5 hours Hotel pickup offered Free Cancellation

4.6 (8)

from
$100

Beginner Scuba Diving Guided Tour - No Experience Required

This tour is for Beginners - No prior scuba or swimming experience is required. • Free Videos & Pictures • All tours are private • …More

Rincón, Puerto Rico

4.9 (62)

Beginner Scuba Diving Guided Tour - No Experience Required

This tour is for Beginners - No prior scuba or swimming experience is required. • Free Videos & Pictures • All tours are private •...

2 hours Free Cancellation

4.9 (62)

from
$99

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty. …More

Soufriere, St Lucia

5.0 (20)

St.Lucia Experience: Mud Bath, Waterfall, Beach Escape& Lunch

Enjoy a relaxing and memorable day in Saint Lucia on this guided group experience designed to showcase the island’s most iconic sights and natural beauty....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$99

The Ultimate Dominican Horseback Riding Adventure

We specialize in semi-private tours (no more than 10 riders at the time) where you are free to roam about our over 1,000 acre cattle …More

Punta Cana, Dominican Republic

4.9 (126)

The Ultimate Dominican Horseback Riding Adventure

We specialize in semi-private tours (no more than 10 riders at the time) where you are free to roam about our over 1,000 acre cattle...

5 hours Hotel pickup offered Free Cancellation

4.9 (126)

from
$99

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with …More

Marigot Bay, St Lucia

4.9 (26)

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with...

4 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$99

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?