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 →

Exuma, located just 40 miles from Nassau , is a stunning tropical paradise known for its crystal-clear turquoise waters, pristine white sandy beaches, and an …More

Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch

Exuma, located just 40 miles from Nassau , is a stunning tropical paradise known for its crystal-clear turquoise waters, pristine white sandy beaches, and an...

8 hours Free Cancellation

from
$8,500

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage …More

Sunset Deluxe 2-Hour Private Charter in Montego Bay, Open Bar

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage...

2 hours Free Cancellation

from
$227

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon, …More

Punta Cana, Dominican Republic

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon,...

4 hours Hotel pickup offered Free Cancellation

from
$1,360

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a …More

Trelawny, Jamaica

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a...

3 to 4 hours Hotel pickup offered Free Cancellation

from
$3,400

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at …More

Discover St.Lucia Multi day Tour

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at...

5 days Hotel pickup offered Free Cancellation

from
$1,200

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Private Scuba Diving Tour in San Juan

Experience our Private Scuba Diving Tour in San Juan! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

3 hours 30 minutes Hotel pickup offered Free Cancellation

from
$394

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or …More

Montego Bay, Jamaica

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or...

3 hours Hotel pickup offered Free Cancellation

from
$2,844

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

Private Full Day Tour Fjord 38 Ben

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or...

8 hours Free Cancellation

from
$3,490

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Montego Bay, Jamaica

Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours Hotel pickup offered Free Cancellation

from
$1,800

Robinson Crusoe Island Beach Hideaway Cruise Come aboard in Turks and Caicos for your amazing adventure on the crystal clear waters of TCI. We welcome …More

Robinson Crusoe Island Beach Hideaway Cruise

Robinson Crusoe Island Beach Hideaway Cruise Come aboard in Turks and Caicos for your amazing adventure on the crystal clear waters of TCI. We welcome...

4 hours Hotel pickup offered Free Cancellation

from
$2,963

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! We …More

Private Half Day Afternoon Snorkel and Cruise on Serendipity

Bottom Fishing Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! We...

4 hours Hotel pickup offered Free Cancellation

from
$2,897

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising …More

Saint Barth Prestige Private Charter

Indulge in the ultimate luxury with a private charter to St. Barts. Experience unparalleled comfort aboard high-end vessel, customized to your desires. Whether you're cruising...

6 to 8 hours Free Cancellation

from
$1,600

Welcome aboard this motorboat for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the …More

Noah's Ark Beach Club Tour Fjord 38 Ben

Welcome aboard this motorboat for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the...

4 hours Free Cancellation

from
$2,490

Escape the crowds and set your own course for paradise on your private catamaran, 'Big Ben'. This exclusive 4-hour morning sail is your personal journey …More

Private Morning Tour Catamaran 44 Big Ben

Escape the crowds and set your own course for paradise on your private catamaran, 'Big Ben'. This exclusive 4-hour morning sail is your personal journey...

4 hours Free Cancellation

from
$3,490

Capture the magic of exotic Dutch St. Maarten by waters and sail aboard a motorized Catamaran, accommodating both open air sunshine and partially shaded coolness, …More

Grand Case, St Maarten

Two Beach Discovery by Catamaran

Capture the magic of exotic Dutch St. Maarten by waters and sail aboard a motorized Catamaran, accommodating both open air sunshine and partially shaded coolness,...

4 hours Hotel pickup offered Free Cancellation

from
$4,700

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog. …More

Escape to Eleuthera

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog....

8 hours Free Cancellation

from
$4,500

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake, …More

Explore and Taste Nassau

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake,...

4 hours Free Cancellation

from
$75

Private Tour Sail in Virgin Islands National Park

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St. Thomas as you make your way …More

Cruz Bay, US Virgin Islands

Private Tour Sail in Virgin Islands National Park

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St. Thomas as you make your way...

5 hours Hotel pickup offered

from
$650

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to …More

Full Day Private Boat Trip to Klein Curacao

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to...

8 hours Hotel pickup offered

from
$597

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your …More

Punta Cana, Dominican Republic

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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?