Top Caribbean Private Sightseeing 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 Saint-Martin as you make your way to …More

Private Tour 3 Island Snorkeling Delight from St. Maarten

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

9 hours Hotel pickup offered

from
$517

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

Private Tour ATV Adventure in St Lucia

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

6 hours Hotel pickup offered

from
$517

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

Private Tour Jet Ski in Saint Martin

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

3 hours 35 minutes Hotel pickup offered

from
$517

Private Tour La Soufriere Volcano Adventure

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you …More

Kingstown, St Vincent and the Grenadines

Private Tour La Soufriere Volcano Adventure

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you...

8 hours Hotel pickup offered

from
$532

St. Lucia Private Island Tour (Groups of 4)

Come visit St. Lucia's largest open-air market located in Castries, many fishing villages, sampling of our local sauces and spices, not forgetting our famous banana …More

4.9 (11)

St. Lucia Private Island Tour (Groups of 4)

Come visit St. Lucia's largest open-air market located in Castries, many fishing villages, sampling of our local sauces and spices, not forgetting our famous banana...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$532

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the …More

St. George's, Grenada

4.8 (20)

Private Grenada Island Tour: Waterfall, Spice Garden & Beach

Discover the best of Grenada on a private five-hour tour, timed to your cruise ship or hotel schedule. Your local driver-guide collects you at the...

5 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$540

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 Clear Kayak Photoshoot in Turks and Caicos Islands

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...

3 hours 30 minutes Hotel pickup offered

from
$543

St. Thomas Cultural Experience: Private, Lunch Included

Discover St. Thomas through a fully private, host led cultural experience designed around your group. This outing blends history, scenic beauty, authentic food, and relaxed …More

4.8 (86)

St. Thomas Cultural Experience: Private, Lunch Included

Discover St. Thomas through a fully private, host led cultural experience designed around your group. This outing blends history, scenic beauty, authentic food, and relaxed...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (86)

from
$545

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind. …More

Palm - Eagle Beach, Aruba

5.0 (5)

Aruba Private Island tour A/C Van

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind....

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$545

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/ …More

5.0 (254)

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/...

3 hours Free Cancellation

5.0 (254)

from
$550

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a …More

Nassau, Bahamas

4.8 (37)

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a...

4 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$550

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up …More

4.7 (21)

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up...

4 hours Hotel pickup offered Free Cancellation

4.7 (21)

from
$550

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there …More

Philipsburg, St Maarten

4.6 (22)

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there...

6 hours Free Cancellation

4.6 (22)

from
$550

Enjoy 4 hours in our sea ray boat private trip with captain. We are located at the exclusive Marina Cap Cana in Punta Cana. Visit …More

5.0 (11)

Cap Cana Private Sea Ray yacht 26 Ft

Enjoy 4 hours in our sea ray boat private trip with captain. We are located at the exclusive Marina Cap Cana in Punta Cana. Visit...

4 hours Free Cancellation

5.0 (11)

from
$550

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi …More

Punta Cana, Dominican Republic

4.5 (10)

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi...

4 hours Free Cancellation

4.5 (10)

from
$550

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic …More

Castries, St Lucia

4.3 (15)

Soufriere Experience Tour

This is a scenic Soufriere experience the entire family can enjoy! You dictate the duration and the stops on this private tour including a scenic...

6 hours Hotel pickup offered Free Cancellation

4.3 (15)

from
$550

4-Hour VIP Coco Bongo and Club Hopping Private Guided Tour

Many people like to go out at night and see the night life here, but are worried for safety and having the confidence in who …More

Punta Cana, Dominican Republic

5.0 (2)

4-Hour VIP Coco Bongo and Club Hopping Private Guided Tour

Many people like to go out at night and see the night life here, but are worried for safety and having the confidence in who...

4 hours Free Cancellation

5.0 (2)

from
$550

Zipline, Horseback & Catamaran Cruise-From MoBay Negril Ocho Rios

Guests can experience the island from above, on land, and from the Caribbean Sea—all in one exciting outing. Soar Above Jamaica Feel the adrenaline of …More

Lucea, Jamaica

5.0 (1)

Zipline, Horseback & Catamaran Cruise-From MoBay Negril Ocho Rios

Guests can experience the island from above, on land, and from the Caribbean Sea—all in one exciting outing. Soar Above Jamaica Feel the adrenaline of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$550

Bob Marley & Dunn's River Falls Transportation only

This is for Groups but if a party of 1 book this tour it's still the same price. This includes adults and kids, total amount …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley & Dunn's River Falls Transportation only

This is for Groups but if a party of 1 book this tour it's still the same price. This includes adults and kids, total amount...

5 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$550

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from …More

4.3 (18)

Enjoy Punta Cana in Private Yacht

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from...

4 hours Hotel pickup offered Free Cancellation

4.3 (18)

from
$560

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?

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?