Top Caribbean Private Sightseeing Tours

Q: 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: Ocho Rios to Kingston Sightseeing Day-Trip Puerto Plata : Dominican Day Life + Waterfalls of Damajagua (SAFARI FULL DAY) South Coast Tour: YS Falls, Black River Safari Private Catamaran Negril Jamaica Sail -Open Bar Turtle Watching

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour Luxury Watersports Charter

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered

from
$796

Punta Cana Private Virgen Beach Small & Big Group Snorkel Cruise

Suitable for small and large groups. A great option to unveil the true beauty of Punta Cana while you sail the coast from the luxury …More

Punta Cana, Dominican Republic

5.0 (411)

Punta Cana Private Virgen Beach Small & Big Group Snorkel Cruise

Suitable for small and large groups. A great option to unveil the true beauty of Punta Cana while you sail the coast from the luxury...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (411)

from
$799

Private Nassau Rose Island Boat Tour Swimming Pigs, Turtles

Experience one of the best tours from Nassau to the beautiful Rose Island! Swim with the pigs, turtles, and enjoy crystal-clear snorkeling—without the crowds. Enjoy …More

Nassau, Bahamas

4.9 (58)

Private Nassau Rose Island Boat Tour Swimming Pigs, Turtles

Experience one of the best tours from Nassau to the beautiful Rose Island! Swim with the pigs, turtles, and enjoy crystal-clear snorkeling—without the crowds. Enjoy...

4 hours Free Cancellation

4.9 (58)

from
$799

Grand Cayman Private Stingray City and Snorkeling

Avoid the crowds aboard your own private boat. The boat is located in the newly renovated West Bay Yacht Club, Head to the most popular …More

Grand Cayman, Cayman Islands

4.9 (85)

Grand Cayman Private Stingray City and Snorkeling

Avoid the crowds aboard your own private boat. The boat is located in the newly renovated West Bay Yacht Club, Head to the most popular...

3 to 4 hours Free Cancellation

4.9 (85)

from
$800

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay …More

Grand Cayman, Cayman Islands

4.8 (19)

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay...

2 to 3 hours Free Cancellation

4.8 (19)

from
$800

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included …More

5.0 (43)

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$800

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this …More

4.9 (24)

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$800

Barbados Private Luxury All Inclusive Day Cruise By Oceanluxx

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for …More

5.0 (15)

Barbados Private Luxury All Inclusive Day Cruise By Oceanluxx

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for...

4 hours Free Cancellation

5.0 (15)

from
$800

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides …More

4.9 (29)

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides...

3 hours Free Cancellation

4.9 (29)

from
$800

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo …More

Grand Cayman, Cayman Islands

4.9 (29)

Get Anchored

Guided boat and bus tours to the islands best attractions: • Stingray Sand Bar • Starfish Beach • Coral Gardens • Barrier Reef • Kaibo...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$800

Private and Luxury 2 Stop Snorkel in Bonaire National Marine Park

Cruise ship friendly! Welcome aboard your private Calypso Charters Bonaire two stop snorkel tour. While you're with us, you'll enjoy personalized service, tasty food and …More

5.0 (6)

Private and Luxury 2 Stop Snorkel in Bonaire National Marine Park

Cruise ship friendly! Welcome aboard your private Calypso Charters Bonaire two stop snorkel tour. While you're with us, you'll enjoy personalized service, tasty food and...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$800

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

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.7 (3)

Bus for a Day (Shore Excursion)

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

7 to 8 hours Free Cancellation

4.7 (3)

from
$800

Private Catamaran Booze Cruise & Snorkeling

Embark on an exciting private catamaran tour for small groups, come with your family and friends along the amazing coastline of Punta Cana, Dominican Republic, …More

4.9 (157)

Private Catamaran Booze Cruise & Snorkeling

Embark on an exciting private catamaran tour for small groups, come with your family and friends along the amazing coastline of Punta Cana, Dominican Republic,...

3 hours Hotel pickup offered Free Cancellation

4.9 (157)

from
$839

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is …More

4.9 (331)

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is...

4 to 7 hours Free Cancellation

4.9 (331)

from
$846

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From …More

4.8 (36)

Rose Island: Private Snorkeling, Fishing, and Swimming with Pigs

Fun all day boating experience with a friendly staff who is will to go above and beyond to make your vacation one to remember. From...

4 hours Free Cancellation

4.8 (36)

from
$850

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Grand Cayman, Cayman Islands

4.9 (81)

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation

4.9 (81)

from
$850

Private Catamaran Cruise with Slide & unlimited drinks

Set sail on a private catamaran experience designed exclusively for you and your group. Cruise across turquoise Caribbean waters while enjoying music, drinks, and a …More

Punta Cana, Dominican Republic

5.0 (167)

Private Catamaran Cruise with Slide & unlimited drinks

Set sail on a private catamaran experience designed exclusively for you and your group. Cruise across turquoise Caribbean waters while enjoying music, drinks, and a...

3 hours Hotel pickup offered Free Cancellation

5.0 (167)

from
$850

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from …More

Grand Cayman, Cayman Islands

5.0 (20)

Private Boat Tour in Cayman Islands

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from...

3 hours Free Cancellation

5.0 (20)

from
$850

Discover the beauty of Cayo Icacos, Puerto Rico, on a private boat excursion departing from Marina Puerto del Rey in Fajardo. Enjoy crystal-clear turquoise waters, …More

Fajardo, Puerto Rico

5.0 (18)

Fajardo Puerto Rico Private Boat Tour to Cayo Icacos

Discover the beauty of Cayo Icacos, Puerto Rico, on a private boat excursion departing from Marina Puerto del Rey in Fajardo. Enjoy crystal-clear turquoise waters,...

4 hours Free Cancellation

5.0 (18)

from
$850

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?