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 →

This St Lucia Highlights Tour is a PRIVATE tour, so you are guaranteed to get the attention you deserve. It can be customized where you …More

Cap Estate, St Lucia

4.9 (162)

St Lucia Highlights Tour

This St Lucia Highlights Tour is a PRIVATE tour, so you are guaranteed to get the attention you deserve. It can be customized where you...

6 hours Hotel pickup offered Free Cancellation

4.9 (162)

from
$76

Grenada Private Chocolate, Rum and Waterfall Tour

Half-Day Chocolate, Rum & Waterfall Tour – The Royalty Experience Perfect for Small or Large groups. Special rates for 10 persons and up bookings. Discover …More

St. George's, Grenada

4.7 (58)

Grenada Private Chocolate, Rum and Waterfall Tour

Half-Day Chocolate, Rum & Waterfall Tour – The Royalty Experience Perfect for Small or Large groups. Special rates for 10 persons and up bookings. Discover...

4 to 5 hours Hotel pickup offered Free Cancellation

4.7 (58)

from
$76

Private Tour from Runaway Bay Ocho Rios to Blue Hole Sightseeing

WELCOME TO TOUR JAMAICA TODAY. Booking this experience is a great choice guarantee entry to this attractions that typically sell out, skip -the- line admission, …More

Runaway Bay, Jamaica

4.9 (17)

Private Tour from Runaway Bay Ocho Rios to Blue Hole Sightseeing

WELCOME TO TOUR JAMAICA TODAY. Booking this experience is a great choice guarantee entry to this attractions that typically sell out, skip -the- line admission,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$76

Rockland Bird Sanctuary and Hip-Strip Shopping

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

5.0 (1)

Rockland Bird Sanctuary and Hip-Strip Shopping

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$76

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

Ready to experience Paradise? All our guides are St. Lucian natives with a wealth of exposure to everything tourism. As such, we vow to truly …More

Rodney Bay, St Lucia

4.9 (575)

Wow Tours St. Lucia

Ready to experience Paradise? All our guides are St. Lucian natives with a wealth of exposure to everything tourism. As such, we vow to truly...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (575)

from
$75

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a …More

Falmouth, Jamaica

5.0 (90)

3 Hours Private Tour in Montego Bay From Falmouth

Spice up your vacation when you book a highlight tour with us, where you'll be picked up from your respective locations (hotels etc.) in a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (90)

from
$75

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (53)

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$75

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost …More

4.9 (24)

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost...

2 hours Free Cancellation

4.9 (24)

from
$75

This is an eco friendly kayak tour that will take you to the Seaglass Island. Our local tour guide is experienced and very knowledgeable about …More

4.7 (107)

Kayak Tour to Seaglass Island

This is an eco friendly kayak tour that will take you to the Seaglass Island. Our local tour guide is experienced and very knowledgeable about...

2 hours 30 minutes Free Cancellation

4.7 (107)

from
$75

Prepare for an exciting adventure on the beaches of Punta Cana. This experience includes an adrenaline trip on a speedboat and snorkel equipment rental as …More

4.3 (6)

Speed Boat Adventure In Punta Cana

Prepare for an exciting adventure on the beaches of Punta Cana. This experience includes an adrenaline trip on a speedboat and snorkel equipment rental as...

2 hours Free Cancellation

4.3 (6)

from
$75

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like …More

Falmouth, Jamaica

4.9 (46)

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (46)

from
$75

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Montego Bay, Jamaica

5.0 (11)

Private Combo Montego Bay Ocho Rios Blue Hole Dunns River

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$75

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach …More

4.5 (43)

St.Kitts Beach, Beer & Brunch | Beach Hopping Excursion

Discover the Beaches of St. Kitts on a Fun-Filled Beach-Hopping Tour Start at Timothy Hill Lookout for sweeping ocean views before heading to Cockleshell Beach...

4 to 5 hours Hotel pickup offered Free Cancellation

4.5 (43)

from
$75

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in …More

5.0 (23)

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in...

4 to 5 hours

5.0 (23)

from
$75

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes …More

Montego Bay, Jamaica

5.0 (10)

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$75

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Montego Bay, Jamaica

4.9 (13)

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by …More

Montego Bay, Jamaica

4.9 (10)

Luminous Lagoon from Montego Bay with private transfers

it's a lot of fun, visitor will have the experience of there life. jumping from cliff and swinging from the rope .it's all cover by...

4 hours Hotel pickup offered

4.9 (10)

from
$75

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$75

Spend a day full of nature, adrenaline, and Dominican culture! Start with transportation to the famous Damajagua Waterfalls, one of the Caribbean’s most spectacular natural …More

Puerto Plata, Dominican Republic

4.7 (10)

Damajagua Waterfalls from Puerto Plata

Spend a day full of nature, adrenaline, and Dominican culture! Start with transportation to the famous Damajagua Waterfalls, one of the Caribbean’s most spectacular natural...

7 hours Hotel pickup offered Free Cancellation

4.7 (10)

from
$75

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?

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?