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 →

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and …More

5.0 (70)

Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and...

6 hours Free Cancellation

5.0 (70)

from
$1,195

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling, …More

5.0 (70)

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling,...

4 hours Free Cancellation

5.0 (70)

from
$925

Enjoy and incredible 75 passenger Sailing Catamaran just for your family or friends. Focused on customers who want to enjoy a cruise along the coast …More

5.0 (70)

PARTY BOAT - Private Sailing Catamaran

Enjoy and incredible 75 passenger Sailing Catamaran just for your family or friends. Focused on customers who want to enjoy a cruise along the coast...

3 hours Hotel pickup offered Free Cancellation

5.0 (70)

from
$750

Champagne Reef, Bubble Beach and Scotts Head Snorkeling tour by boat in Dominica

This Boat tour is operated by: PH Whale Watch, you will discover the amazing underwater world of Champagne Reef and Scotts Head. Between the two …More

4.9 (69)

Champagne Reef, Bubble Beach and Scotts Head Snorkeling tour by boat in Dominica

This Boat tour is operated by: PH Whale Watch, you will discover the amazing underwater world of Champagne Reef and Scotts Head. Between the two...

3 hours Free Cancellation

4.9 (69)

from
$89

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are …More

Fajardo, Puerto Rico

5.0 (69)

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are...

4 hours Free Cancellation

5.0 (69)

from
$257

Private Luxury Catamaran - Saona or Catalina island

This private day is yours to tailor! Hand pick off track spots and activities for a full personal experience that the crew will help you …More

5.0 (69)

Private Luxury Catamaran - Saona or Catalina island

This private day is yours to tailor! Hand pick off track spots and activities for a full personal experience that the crew will help you...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (69)

from
$1,990

Mudbaths, Waterfall & Botanical Gardens Tour - All Inclusive

This tour is perfect for visitors coming to St Lucia for the first time looking to try something new. Your driver will ensure you are …More

Soufriere, St Lucia

5.0 (68)

Mudbaths, Waterfall & Botanical Gardens Tour - All Inclusive

This tour is perfect for visitors coming to St Lucia for the first time looking to try something new. Your driver will ensure you are...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (68)

from
$130

4HR-Halfday Private Fishing Tour in Gracebay

Indulge your love for fishing with this exciting family excursion in the beautiful waters of the Turks and Caicos. Reel in the common catches of …More

5.0 (68)

4HR-Halfday Private Fishing Tour in Gracebay

Indulge your love for fishing with this exciting family excursion in the beautiful waters of the Turks and Caicos. Reel in the common catches of...

4 hours Hotel pickup offered Free Cancellation

5.0 (68)

from
$1,680

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all …More

4.9 (66)

Private Puerto Plata City Tour

As a local expert with over 15 years of experience in guided tours and private chauffeuring, my company and I will share with you all...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$100

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you …More

4.9 (66)

Private Custom Tour of Martinique

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you...

4 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$620

Private 4-Hour Catamaran Tour from Providenciales in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 4-hour tour, with our 42-foot Island Queen Catamaran, will take …More

4.9 (65)

Private 4-Hour Catamaran Tour from Providenciales in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 4-hour tour, with our 42-foot Island Queen Catamaran, will take...

4 hours Free Cancellation

4.9 (65)

from
$1,995

All inclusive Private Tour to Icacos and Palomino Island

UP TO 6 GUESTS ON YOUR PRIVATE CHARTER We are USCG certified vessel with years of experience in the east coast islands of PR including …More

Fajardo, Puerto Rico

5.0 (64)

All inclusive Private Tour to Icacos and Palomino Island

UP TO 6 GUESTS ON YOUR PRIVATE CHARTER We are USCG certified vessel with years of experience in the east coast islands of PR including...

4 hours Free Cancellation

5.0 (64)

from
$900

Waterfall and Beach Safari in Santa Lucia

Board one of our 4x4 open back jeeps for an exciting day of fun! After a 30-minute drive on the scenic seaside main road, you …More

Marigot Bay, St Lucia

5.0 (63)

Waterfall and Beach Safari in Santa Lucia

Board one of our 4x4 open back jeeps for an exciting day of fun! After a 30-minute drive on the scenic seaside main road, you...

6 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$97

Puerto Plata: City Tours with Beaches, Rum, and Chocolates

Discover Puerto Plata on a private 4–5 hour tour with Dominican VIP Transfer Tour. Travel in a vehicle with air conditioning and enjoy a professional …More

5.0 (63)

Puerto Plata: City Tours with Beaches, Rum, and Chocolates

Discover Puerto Plata on a private 4–5 hour tour with Dominican VIP Transfer Tour. Travel in a vehicle with air conditioning and enjoy a professional...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$50

Private Boat Tour with Snorkeling Island Hopping and Noahs Ark

Our well-known and experienced Captain, with over 20 years of boating experience, knows all the hidden gems of the surrounding islands. His expertise, enthusiasm, dedication …More

5.0 (63)

Private Boat Tour with Snorkeling Island Hopping and Noahs Ark

Our well-known and experienced Captain, with over 20 years of boating experience, knows all the hidden gems of the surrounding islands. His expertise, enthusiasm, dedication...

4 hours Free Cancellation

5.0 (63)

from
$1,450

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental …More

Grand Cayman, Cayman Islands

4.9 (62)

Private: Bioluminescence Tour

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental...

2 hours Free Cancellation

4.9 (62)

from
$599

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city …More

4.9 (62)

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city...

6 hours Hotel pickup offered Free Cancellation

4.9 (62)

from
$630

Private Boat Charter St. Lucia, boat tour to Soufriere. Half day.

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive …More

Marigot Bay, St Lucia

5.0 (62)

Private Boat Charter St. Lucia, boat tour to Soufriere. Half day.

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (62)

from
$90

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

Full-Day Tour of Blue Hole and Dunn's River Falls, Including Fees

Book your Blue Hole and Dunn’s River Falls Tour with Us for a truly personalized and unforgettable experience. As a top-rated, family-owned company with over …More

Runaway Bay, Jamaica

5.0 (62)

Full-Day Tour of Blue Hole and Dunn's River Falls, Including Fees

Book your Blue Hole and Dunn’s River Falls Tour with Us for a truly personalized and unforgettable experience. As a top-rated, family-owned company with over...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (62)

from
$125

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?